Osteen Real Estate

Welcome to Osteen, Florida – a hidden gem nestled in the heart of Volusia County. This charming subdivision offers a perfect blend of rural tranquility and convenient access to urban amenities, making it an ideal spot for those seeking a peaceful lifestyle without sacrificing modern conveniences.

Osteen is characterized by its picturesque landscapes, where sprawling fields meet scenic waterways, creating a serene backdrop for outdoor enthusiasts and nature lovers. The community is dotted with beautiful homes, many of which boast spacious lots and lush greenery, providing plenty of room for family gatherings, gardening, or simply enjoying the beautiful Florida sunshine.

One of Osteen’s standout features is its strong sense of community. Residents enjoy a close-knit atmosphere, with friendly neighbors and local events that foster connections and camaraderie. Families will appreciate the nearby schools and recreational facilities, ensuring a well-rounded upbringing for children.

For those who love the great outdoors, Osteen is just a stone’s throw away from the St. Johns River and various parks, offering ample opportunities for fishing, boating, and hiking. Additionally, the subdivision is conveniently located near major highways, providing easy access to the bustling cities of Orlando and Daytona Beach, where you can explore shopping, dining, and entertainment options.

Whether you’re looking to settle down or invest in a growing community, Osteen, Florida, presents an inviting opportunity to embrace a laid-back lifestyle amidst nature’s beauty. Discover your dream home in this charming subdivision and experience all that Osteen has to offer!

Newest Listings in Osteen

$599,000

4 Beds ⋅ 3 Baths ⋅ O6427266 MLS

Modern construction, over half an acre, no HOA, and quality upgrades you don't often find in newer homes—welcome to this beautifully maintained 2022-built home in Osteen. Offering 4 bedrooms, 2.5 baths, and 2,118 square feet, this home was thoughtfully designed for comfortable everyday living and effortless entertaining. At the center of it all is a beautifully appointed kitchen featuring quartz countertops, stainless steel appliances, a large center island, pantry, and abundant cabinetry, all open to the dining and living areas. The split-bedroom floor plan provides privacy for the spacious primary suite, complete with a beautifully finished ensuite bath and a custom walk-in closet with built-in organization. Step outside and discover one of the home's standout features. The covered lanai is equipped with a remote-controlled retractable screen, making it easy to enjoy Florida evenings in comfort, while the custom pergola creates the perfect setting for grilling, gathering with friends, or enjoying your morning coffee. The fully fenced 0.51-acre backyard also features mature citrus trees and a powered storage shed with double doors, providing plenty of room for a riding mower, tools, and outdoor equipment. Beyond its beautiful finishes, this home is packed with upgrades designed for comfort, efficiency, and peace of mind. Andersen Low-E windows help improve energy efficiency and natural light, the spray foam insulated garage helps regulate temperatures year-round, and the Generac whole-house generator (installed in 2025) provides added confidence during Florida storm season. The home is also equipped with a water softener and an Essency high-capacity water heater, a premium system designed for exceptional efficiency and a long service life—often exceeding 25 years with proper maintenance. A spacious laundry room with quartz countertops, upper cabinetry, and a utility sink adds even more everyday convenience. If you're looking for a newer home that offers quality construction, meaningful upgrades, and the freedom of country living without sacrificing modern comforts, this Osteen property is ready to welcome you home.

125 Longwood Drive, Osteen

$450,000

2154818 MLS

Opportunities like this simply do not happen anymore this close to the heart of the Nation's Oldest City. Welcome to 2 Helen Street, a premium, oversized 0.720-acre waterfront canvas perched directly on the picturesque San Sebastian River with No HOA or CDD fees. Imagine waking up to sweeping, uninterrupted water views and watching local wildlife thrive right in your backyard. From blue herons and egrets wading gracefully through the river marsh. This property offers a front-row seat to Florida's peaceful coastal ecosystem. When you are ready for a change of pace, grab your beach cruiser for a quick, scenic 7-minute bike ride into historic downtown St. Augustine to enjoy world-class dining, eclectic shopping, and iconic historic sites. You truly get the ultimate Florida lifestyle: a private, nature-filled escape and absolute city convenience. There is an uninhabitable structure on the property that holds no value, and the property is being sold ''as-is, land value only.

2 Helen Street, St. Augustine

$829,900

4 Beds ⋅ 3 Baths ⋅ O6419863 MLS

Welcome to your private country retreat in desirable Osteen! Nestled on over 10.66 acres, this spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and peaceful rural living. Step inside to discover a thoughtfully designed split-bedroom floor plan featuring a formal living room, a spacious family room, and a dedicated dining area—ideal for both everyday living and entertaining. The open kitchen is the heart of the home, boasting stainless steel appliances, abundant counter space including an island, and plenty of room to prepare meals while staying connected with family and guests. The oversized primary suite easily accommodates king-size furniture and provides a relaxing escape at the end of the day. The private, ensuite bathroom features a walk-in shower, a garden soaking tub, and ample space to unwind. The guest bedrooms are located on the other side of the home and offer spacious closets. One of the rooms provides a double primary suite with a walk in closet and its own bathroom. An inside laundry room is an added feature that adds everyday convenience. Step outside to the covered, screened lanai overlooking the sparkling pool—an ideal place to enjoy your morning coffee, host gatherings, or simply take in the peaceful surroundings. Bring your horses, goats, chickens, and more! With over 10.66 acres of usable land, this property offers endless possibilities for farming, recreation, or creating your own private estate. Enjoy the tranquility of country living while remaining conveniently located near shopping, dining, and major roadways. Don't miss this rare opportunity to own acreage in one of Osteen's most sought-after locations!

1005 Whispring Creek Way, Osteen

$1,111,000

3 Beds ⋅ 3 Baths ⋅ NS1086140 MLS

HIGH-EXPOSURE RESIDENTIAL / COMMERCIAL CORNER – OSTEEN GROWTH CORRIDOR Strategically positioned 1.09-acre corner lot with triple road frontage, including SR 415, delivering maximum visibility, accessibility, and long-term upside. Located in the core of Osteen, next to the Osteen Trailhead and directly in the path of growth, part of the future Osteen Commercial Village, this site is primed for commercial expansion and increasing demand. Flexible zoning supports multiple income-producing uses: retail, QSR/fast food, contractor operations, storage, and service businesses. Existing improvements add immediate value: • Main structure with solid bones ready for renovation or repurposing • Corner building with historic character, ideal for office, retail, or specialty use Ideal for investors, owner-users, or developers seeking a high-visibility site with redevelopment potential and future appreciation. Available for SALE or LEASE – strong opportunity to secure a key position in Osteen’s commercial expansion.

120 Railroad Avenue, Osteen

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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