Osteen Homes with Three+ Story Style

Welcome to Osteen, Florida – a hidden gem nestled in the heart of Volusia County. This charming community offers a peaceful retreat from the hustle and bustle of city life while still being conveniently located just a short drive from the vibrant cities of Daytona Beach and Orlando. Osteen is known for its picturesque landscapes, lush greenery, and friendly atmosphere, making it an ideal place for families and nature lovers alike.

One of the standout features of Osteen is its unique architectural offerings, particularly the stunning homes with three or more stories. These remarkable residences provide an abundance of space and versatility, perfect for accommodating growing families or those who simply desire extra room for entertaining or hobbies. With breathtaking views from upper-level balconies and expansive living areas, these homes are designed to enhance your lifestyle and provide a sense of luxury in a serene setting.

Imagine waking up to the sound of chirping birds and the gentle rustle of leaves, all while enjoying your morning coffee on a sunlit balcony. The three-plus story homes in Osteen often feature open floor plans, gourmet kitchens, and spacious bedrooms, allowing for both comfort and functionality. Many properties also boast large yards, perfect for outdoor gatherings, gardening, or simply enjoying the Florida sunshine.

In Osteen, you’ll find a tight-knit community that values both tranquility and a love for nature. With nearby parks, trails, and waterways, outdoor enthusiasts will have plenty of opportunities to explore the natural beauty that surrounds them. Whether you’re seeking a peaceful retreat or an active lifestyle, Osteen offers the perfect blend of charm, comfort, and convenience. Come discover your dream home in this delightful Florida enclave today!

Newest Osteen Homes with Three+ Story Style

$285,000

4 Beds ⋅ 4 Baths ⋅ FC321392 MLS

AN AMAZING OPPORTUNITY FOR SOMEONE WITH VISION!!! Unleash your imagination with this incredibly unique, historic property situated on a sprawling 0.39-acre double lot in the heart of Osteen. Built in 1901 and brimming with old-world charm, this mixed-use compound (Zoned 01B4) is the ultimate blank canvas for an investor, entrepreneur, or creative owner. The massive, approximately 4,800 sq. ft. 3-story main building features a spectacular, wide-open floorplan on the ground level—providing an incredible footprint for your business or community concepts. Upstairs, you'll find charming loft bedrooms and ample storage space to suit your residential or office needs.The value doesn't stop at the main building! This parcel is a true compound, featuring a complete 2nd house on the property that is perfect for generating immediate rental income, hosting guests, or serving as a caretaker's residence. Multiple storage sheds surround the perimeter, making this a dream setup for housing equipment, excess inventory, or creating dedicated workshop spaces.With its classic frame construction, durable metal roof, and incredible footprint, the possibilities here are truly limitless. Transform this expansive space into a lively dancehall, a community church, a unique general store, a quaint bed & breakfast, or capitalize on individual rental rooms. Only your imagination limits you. Properties with this much square footage, flexibility, and character rarely hit the market. Bring your vision and make this Osteen landmark your very own!

195 Railroad Avenue, Osteen

Start Your Search

MFR MLS is the source of this information via Internet Data Exchange Program. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale. Availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited and may violate relevant federal and state law. Data last updated on

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Realty Exchange LLC are marked with the listing broker’s name and detailed information about such listings includes the name of the listing brokers. Data provided is deemed reliable but is not guaranteed. © 2026 Northeast Florida Multiple Listing Service, Inc. All rights reserved. Data last updated