Listings in Orange County

$659,000
4 Beds 4 Baths River Oaks/Timber Spgs A C D SubDv. 32828 Zip Code
Virtually Staged. Welcome to your own private POOL oasis in the gated River Oaks at Timber Springs! This beautiful executive home has the SPACE, UPGRADES, and LOCATION you’ve been looking for! Featuring 4 bedrooms, 3.5 bathrooms, an open loft, PLUS a large flex space currently being used as a 5th bedroom, there is plenty of room to spread out and make this home your own. (Flex space is unpermitted, was built in 2017, and adds an estimated 300 sq. ft.) From the moment you walk in, you’re welcomed by impressive two-story formal dining and sitting areas that lead into the heart of the home—a spacious kitchen featuring a massive center island and breakfast nook, perfect for everyday living, entertaining, and those mornings when everyone somehow ends up gathered in the kitchen! This home has been thoughtfully updated over the years with a roof replaced in 2021, upstairs A/C in 2020, pool heater in 2019, pool pump in 2020, and exterior paint in 2020. Inside, you’ll find remodeled bathrooms, plantation shutters throughout the first floor, crown molding in the downstairs kitchen and family room, a custom primary closet by Closet Monkey, an upgraded metal stair banister, luxury vinyl flooring on the stairs and loft, upgraded carpet in the primary bedroom, and a beautiful custom barn door shipped from Barn Door Dudes in California. Additional features include a water softener system, gutters, window tint on the rear windows, and ceiling fans in every bedroom. And wait until you see the GARAGE! Car lovers will appreciate the upgraded garage flooring, Safe Racks, two EV chargers, a new side-mount garage door motor installed in 2026, and a recently installed vehicle lift. The garage lift does not convey but IS negotiable. Now let’s head outside because THIS backyard is made for Florida living! The oversized, fully fenced backyard features a private heated pool, partial turf, resealed pool and driveway pavers, and a covered awning patio structure for additional shade that is pre-wired for a fan. Whether you’re hosting friends, enjoying a pool day with the family, or just relaxing after a long week, there’s plenty of room to enjoy your own backyard retreat. And LOCATION, LOCATION, LOCATION! Skip the long school car line—ideally situated within close proximity to three “A”-rated schools: Timber Lakes Elementary, Timber Springs Middle, and Timber Creek High School. You’ll also enjoy nearby Timber Springs Park, Waterford Lakes shopping and dining, and convenient access to the 408, 417, and 528. Beautiful home? Check. Heated pool? Check. Huge backyard? Check. Gated community and an amazing location? CHECK! Come see everything this River Oaks at Timber Springs home has to offer and imagine making it YOURS!

16002 Oak Spring Drive, Orlando

$419,000
2 Beds 2 Baths Del Webb Oasis Ph 3 SubDv. 34787 Zip Code
Affordable luxury in Winter garden! Welcome to one of Central Florida's premier 55+ communities. This beautifully appointed Ellenwood villa offers 2 bedrooms, 2 baths each with walk-in showers, a versatile flex room and a bright, open layout designed for easy Florida living. It has a pretty view with no homes behind it. Gorgeous luxury vinyl plank flooring flows throughout the home with no carpet, creating a clean, modern look and low-maintenance lifestyle. Ceiling fans have been added in both bedrooms and the living room for added comfort. The stylish kitchen features a gas range, while the home also includes an electric washer and gas dryer. The extended lanai is already plumbed for water and gas; perfect for an outdoor kitchen. Epoxy garage floors and sealed pavers ensure years of maintenance-free driveway. Del Webb Oasis delivers an exceptional resort-style lifestyle with an impressive pool, inviting fire pits, sun cabanas, a well-equipped fitness center, dedicated yoga and movement studio, plus both pickleball and tennis courts. Whether your ideal day includes staying active, relaxing poolside, or spending time with neighbors, the amenities offer something for nearly every lifestyle. The location is equally impressive. Enjoy convenient access to Walt Disney World and Hamlin Town Center, both less than 15 minutes away, along with nearby shopping, dining, entertainment, and everything Winter Garden has to offer. Beautiful finishes, thoughtful upgrades, outstanding amenities, and an unbeatable Central Florida location make this Del Webb Oasis villa an exceptional place to call home.

15873 Gem View Street, Winter Garden

$550,000
4 Beds 3 Baths Rock Spgs Ridge Ph 04-A 51 137 SubDv. 32712 Zip Code
Virtually Staged. Step inside and discover a home designed for comfortable Florida living, where inviting interior spaces connect naturally with the outdoors. Tall ceilings create an open, airy first impression, while the thoughtful split-bedroom layout provides separation between the primary suite and additional rooms, offering flexibility for a variety of living needs. Outside, the pool and patio create an inviting extension of the home, perfect for enjoying sunny afternoons, quiet mornings, or evenings under the Florida sky. A convenient pool bath entrance makes transitions between the indoor and outdoor spaces easy. The property also features a fenced backyard, creating a defined and private outdoor space with room for relaxing, entertaining, gardening, and enjoying the Florida sunshine. Located along a residential street in Apopka, the home offers convenient access to nearby parks and recreation. Jason Dwelley Park and the Northwest Recreation Complex provide opportunities for walking, sports, fitness, and outdoor activities, while the natural beauty and recreation of the greater Apopka area provide even more ways to enjoy time outside. The location also keeps Central Florida destinations within reach, including shopping, dining, entertainment, employment centers, and Downtown Orlando. Whether the day begins with coffee by the pool, includes an afternoon exploring nearby recreation, or ends with a relaxed evening on the patio, this home offers spaces designed to make everyday moments more enjoyable. Come experience the layout, fenced backyard, outdoor living spaces, and Apopka location for yourself.

3451 Players Point Loop, Apopka

$600,000
3 Beds 3 Baths Amberleigh SubDv. 34787 Zip Code
Welcome to a home that feels as inviting as it is impressive, tucked into the quaint gated community of Amberleigh, just minutes from the charm of historic Downtown Winter Garden and the West Orange Trail. With more than 2,600 square feet of thoughtfully designed living space, this home blends warmth, character, and room to gather. Step inside and the story begins with soaring ceilings that draw your eye toward the upstairs landing, while graceful architectural details, rounded corners, decorative niches, and beautifully appointed engineered hardwood floors bring warmth and character throughout the home. The generous family room creates a natural heart of the home, while a dedicated downstairs office offers a comfortable space for working from home, reading, or tackling the day's to-do list. At the center of it all is a kitchen designed for both everyday moments and memorable gatherings. Granite countertops pair beautifully with abundant cherry cabinetry and a custom cherry wood bar top, while generous prep space, upgraded appliances, double ovens with convection, a built-in desk, and an oversized pantry make the space as functional as it is welcoming. The first-floor owner's suite offers a peaceful retreat with a tray ceiling, dual closets, dual marble vanities, a dual-head shower, and a relaxing Roman tub. The formal dining space is currently used as a living room; the living room is used as an office. Upstairs, the home continues to unfold with spacious secondary bedrooms and a generous bonus room, creating a wonderfully flexible second living space for movie nights, games, hobbies, or simply relaxing at the end of the day. Thoughtful details continue throughout with marble vanities in the secondary baths, ceramic tile in the foyer, laundry room, and secondary bath, convenient under-stair storage, and a four-zone irrigation system. Behind the scenes, meaningful updates bring added comfort and efficiency to everyday living. Several efficient features: New roof in 2024. Newer HVAC systems provide refreshed climate control, with the system serving the upstairs featuring advanced air filtration. Foam-filled block walls on the downstairs. A new energy-efficient hot water heater and whole-home water softener add to the home's thoughtful improvements, while energy-efficient insulated windows along the rear of the home help enhance year-round comfort. Move-in ready and wonderfully located, this is a home made for comfortable mornings, lively gatherings, movie nights upstairs, and evenings spent enjoying everything Winter Garden has to offer. Downtown dining, local shops, community events, and miles of recreation along the West Orange Trail are all just minutes away. A charming gated setting, generous living spaces, thoughtful updates, and the Winter Garden lifestyle come together in a home ready for its next chapter.

393 Lake Amberleigh Drive, Winter Garden

$529,000
4 Beds 2 Baths East View Park SubDv. 32803 Zip Code
Virtually Staged. LOCATION & UPGRADES IN THE HEART OF 32803! Welcome home to 509 N Hillside Ave, a beautifully refreshed single-family home offering the ultimate mix of peace of mind, modern updates, and vibrant urban living. Step inside to discover ALL-NEW interior paint throughout and NEW flooring running seamlessly through every room, creating a crisp, bright, and cohesive feel. Major high-ticket improvements are already done for you, including a BRAND-NEW AC system and a NEWER ROOF, giving you complete confidence and comfort from day one. The functional kitchen features warm wood cabinetry, modern countertops, mosaic tile backsplash, and sleek stainless steel appliances. Out back, your private oasis awaits! The expansive yard is FULLY FENCED and flanked by gorgeous, canopying mature oak trees that offer natural shade and quintessential Florida charm. Plus, entertaining or unwinding is made easy with a SPA CONNECTION ready to go in the yard—just bring your hot tub! Unbeatable walkable and bikeable location! Nestled just blocks from the famous Milk District and minutes from Downtown Orlando & Thornton Park, you are steps away from Orlando’s best craft breweries, food trucks, trendy local eateries, coffee shops, live music venues, and Lake Eola Park. Whether you're searching for a turnkey primary residence or a prime investment in one of Orlando’s hottest zip codes, this property delivers on every front. Schedule your showing today!

509 Hillside Avenue, Orlando

$3,265,000
5 Beds 6 Baths Green Oaks Rep 02 SubDv. 32789 Zip Code
One of the most coveted neighborhoods in all of Winter Park, this exceptional custom-built residence offers a rare combination of timeless design, modern sophistication, and an unbeatable location. Completed in 2017 and first sold in 2018, this 5-bedroom, 5.5-bath home has been meticulously maintained by its original owner and enhanced with high-end designer finishes. Much of the interior was thoughtfully reimagined by renowned designer Ted Maines, resulting in a sophisticated yet timeless aesthetic throughout. Perfectly positioned on a prime oversized corner lot, this remarkable residence blends transitional architecture with modern elegance. Expansive sliding glass doors fill the open-concept living spaces with natural light while creating a seamless connection between the indoors and outdoors. The main living area flows effortlessly from the formal living room and spacious dining area into the gourmet kitchen, complete with custom cabinetry, Carrara marble surfaces, and premium Sub-Zero and Wolf appliances. A refined yet inviting family room with a fireplace provides the perfect setting for everyday living and entertaining. The private first-floor primary suite offers direct access to the lanai and heated saltwater pool and is complemented by a spa-inspired bath with a steam shower and custom his-and-her walk-in closets. A secondary ground-floor bedroom provides exceptional flexibility for guests, multigenerational living, or a private home office. Upstairs, a spacious loft with a custom dry bar leads to a versatile media room. Three additional en-suite bedrooms complete the second level. Recent enhancements include a whole-house generator supported by a 250-gallon buried propane tank, new pool solar equipment, a newly added semi-circular driveway that enhances both curb appeal and functionality, two newer A/C units, and a new 2026 A/C system featuring re-engineered, high-efficiency ductwork designed to provide optimal climate control throughout the home. The outdoor living space is equally impressive, featuring a heated saltwater pool and spa with a cascading waterfall, elegant stone decking, an outdoor shower, ambient lighting, and a covered summer kitchen—perfect for year-round entertaining. A rare three-car garage completes this exceptional property. All of this is just moments from the shops, dining, parks, and unmistakable charm of downtown Winter Park

1761 Legion Drive, Winter Park

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