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$1,500,000
Carnell Add 02 SubDv. ⋅ 32764 Zip Code
Nestled in the unrestrictive community of Jackson Bay Estates in western Osteen, this expansive 10-acre vacant tract offers an incredible canvas to build your private estate or hobby farm. The sale includes two adjacent parcels sold together as one package deal (Alt Keys: 3366484 and 3366590), featuring 330 feet of road frontage along 6th Avenue.The property is covered in dense, native Florida tree canopy, providing immediate privacy and serene woods views. Located within a low-risk FEMA Flood Zone X, the land offers suitable building terrain without federally mandated flood insurance. This location perfectly balances country privacy with convenience, sitting near the Lake Monroe Conservation Area. With no HOA restrictions, you have complete freedom. Power is nearby; private well/septic are required.

6th Avenue, Osteen
$675,000
4 Beds ⋅ 3 Baths ⋅ Fairway Farms SubDv. ⋅ 32764 Zip Code
Welcome to your private country retreat in Osteen! Situated on 6.86 high and dry acres behind a solar-powered automatic gate, this beautiful 2019 modular home offers the perfect balance of peaceful rural living and convenient access to beaches, Sanford, Orlando, and everyday amenities. As you enter the property, you're greeted by a picturesque pond and a scenic milled driveway leading you home, creating a truly inviting first impression. Inside, the thoughtfully designed floor plan offers both space and functionality. Enter through the front door into the expansive living room, which flows seamlessly into the spacious dining room and centrally located kitchen, creating an ideal layout for entertaining and everyday living. Just off the kitchen, the large family room provides an additional gathering space, while the adjacent laundry room offers convenient access and extra storage. The split-bedroom floor plan provides privacy for everyone. On one side of the home, you'll find three generously sized guest bedrooms, each with ample closet space, along with two full bathrooms to accommodate family and guests. On the opposite side, the spacious primary suite serves as a private retreat featuring a large walk-in closet, an oversized ensuite bathroom with dual vanities, and a unique adjoining flex room that is perfect for a home office, nursery, den, or personal gym. Step outside and discover everything needed to embrace the homestead lifestyle. The property features a 24' x 30' workshop with electricity on a concrete slab, a 25' x 25' carport, camper or RV storage, and a well house equipped with a $15,000 water filtration system. With nearly seven acres of usable land, there is abundant room for horses, livestock, chickens, gardens, orchards, recreational vehicles, and all the outdoor activities you've envisioned. Enjoy fishing in your own pond, hunting on your property, or simply taking in the peace and privacy that surround you. If you've been dreaming of country living without sacrificing convenience, this exceptional property offers the best of both worlds. With wonderful neighbors, room to grow, and endless possibilities, this is more than a home...it's the lifestyle you've been waiting for.

353 Uranus Trail, Osteen
$829,900
4 Beds ⋅ 3 Baths ⋅ Osteen SubDv. ⋅ 32764 Zip Code
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
$690,000
3 Beds ⋅ 3 Baths ⋅ Acreage SubDv. ⋅ 32764 Zip Code
Escape to Your Private Almost 5-Acre Country Retreat Discover the perfect balance of serenity and convenience in this beautifully updated country home. Nestled on nearly five acres of lush, wooded land, this spacious residence offers a peaceful sanctuary away from the hustle and bustle without sacrificing proximity to shopping and local amenities. The interior features large, light-filled rooms with high-end finishes and a cozy fireplace, making the home entirely move-in ready. Step outside to the screened-in porch—the ideal spot for morning coffee while watching local wildlife, including deer and birds, roam through the trees. Practicality meets curb appeal with a recently added asphalt circular driveway (no dirt roads here!) and additional storage space in the rear. Located steps from local walking trails, this property is a rare find for those seeking quiet country living with modern comforts.

1395 Maytown Road, Osteen
$675,000
3 Beds ⋅ 2 Baths ⋅ Cypress Isles SubDv. ⋅ 32764 Zip Code
Bring the horses, chickens, boats, and toys—this fully fenced 13.30-acre Osteen property is ready for it all. This move-in-ready 3-bedroom, 2-bath home features granite countertops, wood cabinetry, tile flooring throughout, fresh interior paint, updated fixtures, and a new roof (2024). Designed for equestrian living, the property includes 3 paddocks, a 3-stall barn with oversized 16x12 stalls and private runs, water and electric service, covered equipment storage, a tack/feed room, and a built-in chicken coop. Recent upgrades also include a new water softener, chlorinator, filtration system, and updated landscaping. Enjoy peaceful views from the oversized screened lanai and take advantage of direct access to nearby riding trails, including Hickory Bluff and Palm Bluff. Residents also enjoy access to a private St. Johns River boat launch, pavilion, and playground. Rarely does a property provide this combination of acreage, horse facilities, modern updates, trail access, and river community amenities—all in one turnkey package.

430 Cypress Isles Road, Osteen
$1,399,900
5 Beds ⋅ 6 Baths ⋅ 32764 Zip Code
Nestled on over 10 sprawling Acres of pristine Florida landscape, this 2017-built architectural masterpiece offers an unparalleled blend of modern luxury and pastoral functionality within an exclusive gated enclave. Spanning 3,833 square feet of impeccably designed living space, the residence features five expansive bedroom suites and five and a half designer bathrooms, with large office/movie room while the exterior has been transformed into a fully realized high-end estate. The grounds are meticulously illuminated by a commercial concrete pole lighting system that illuminates the entirety property including pastures. The resort-style pool and spa, a separate professional-grade greenhouse, and a custom chicken coop designed for the hobby farmer. Professional infrastructure defines the property, including a fully enclosed well house and a massive, climate-controlled concrete outbuilding equipped with roll-up doors—ideal for a premium car collection, workshop, or secure equipment storage. With direct access to the St. Johns River via a community boat ramp and a location that borders the 150-acre Hickory Bluff Preserve, this property provides a rare "silent zone" lifestyle where total privacy and self-sufficient luxury meet, making it the ultimate retreat for the discerning buyer seeking space, security, and world-class amenities

345 Cypress Isles Road, Osteen
$795,000
Brooke Place Unrec SubDv. ⋅ 32764 Zip Code
4.58 acres of VACANT LAND for sale in Osteen, FL. Portion of site is enclosed with a chain link fence and double gate for entry. 1,800sf of paved pad located within fenced portion. Power is already available at the site. Sewer access along SR-415. Site is positioned within the Osteen Local Plan and with a Tech Center Future Land Use designation. Municipality has expressed interest in a variety of land uses at this location. Nearby businesses and services include Walmart Supercenter, 3 national service stations, Dollar General, Volusia County Fire, Skip’s Boots & Western Wear. Access to I-4: 15 minutes & I-95: 25 minutes.

101 Collins Road, Osteen
$949,999
3 Beds ⋅ 3 Baths ⋅ River Oaks Estates SubDv. ⋅ 32764 Zip Code
LISTED $148K BELOW APPRAISED VALUE!! Welcome to your ULTIMATE modern farmhouse dream—where luxury meets wide-open living on 5 PRISTINE ACRES! This newly built modern farmhouse is more than a home; it’s a lifestyle. This one-of-a-kind 3 bedroom, 3 bathroom PLUS an office offers the perfect blend of luxury, functionality, and open country living. With 2,250 square feet of beautifully finished living space complemented by a 2,000 square feet shop with an ADDITIONAL 2,250 square feet UNFINISHED upstairs, this property offers incredible flexibility for future expansion while still delivering high-end custom features throughout. Arrive through the stunning gated entrance and experience the perfect blend of privacy and functionality, with 3 fully fenced acres ideal for livestock and country living at its finest. Step through the double beautiful French glass doors into a thoughtfully designed home that immediately impresses. The kitchen is truly the heart of the home, featuring an impressive 8'x8' island designed for gathering and entertaining. Outfitted with quartz countertops, soft-close cabinetry, and exceptional storage with additional cabinetry on both sides of the island, this space blends beauty with functionality. Enjoy high-end conveniences including a custom hood, built-in drink fridge, microwave drawer, farmhouse sink, pot filler, and a custom-built pantry offering abundant storage. The main living area showcases a warm and inviting atmosphere with a striking electric fireplace set against a beautiful shiplap accent wall featuring floating shelves. Leading to the laundry room, you will find a custom glass barn door, adding both elegance and continuity to the home’s modern farmhouse design. The laundry room features built-in hampers, custom cabinetry, and a farmhouse sink. The office is equally impressive, highlighted by custom glass barn doors, creating a stylish and private workspace. The primary suite serves as a private retreat with a spa-inspired bathroom featuring dual vanities, a floating soaking tub, mirrors with built-in lighting, a spacious 4x6 walk-in shower with bench seating, and a custom-designed closet. Step outside and discover an entertainer’s paradise with over 1,700 square feet of porch space. Enjoy a bar-style setup with seating, a dedicated cook space, plus a sink and refrigerator. Unwind in the oversized hot tub or gather around the firepit under the stars. For those needing space to work or play, the property includes a massive 2,000 sq ft shop with drive-thru capability, a 12x14 garage door, additional 10x10 doors, and dual entry access. A 50-amp RV hookup and a 24x30 detached storage shed add versatility. Rarely does a property combine such craftsmanship with this much room to grow. This is a rare opportunity to own a turnkey estate offering both the peace of the country and the architectural prestige of a designer's masterpiece. Located within a small, private HOA with exclusive access to a private boat ramp on the St. Johns River—perfect for enjoying Florida living at its finest. Discover the perfect balance of grit and grace—schedule your private showing today! Property may be under audio and visual surveillance.

171 River Oaks Drive, Osteen
$800,000
4 Beds ⋅ 3 Baths ⋅ Cambridge Villas SubDv. ⋅ 32764 Zip Code
Set on over 4 fully usable acres in Osteen, this custom-built estate offers a rare combination of privacy, space, and long-term potential that’s nearly impossible to replicate today. This 4-bedroom, 3-bathroom home spans over 3,100 square feet of living space, designed with functionality and scale in mind. From the moment you pull in, you feel the separation—no tight subdivisions, no HOA, just open land and the ability to live the way you want. Inside, the layout delivers both comfort and practicality. A spacious kitchen with solid wood cabinetry and an island opens into the main living areas, creating a natural flow for everyday living and entertaining. The primary suite is positioned upstairs with generous proportions, dual sinks, and separation from guest bedrooms—ideal for families or multi-generational living. Step outside and this is where the property really takes over. A true resort-style pool With Waterfalls anchors the backyard, complete with a jacuzzi—built for year-round use whether you’re hosting, unwinding after a long day, or spending weekends at home. This setup feels intentional and designed for the lifestyle, not added as an afterthought. Surrounding the home is over 4 acres of private, buildable land—giving you the flexibility most buyers are searching for right now. Add a guest house, detached garage, barn, or workshop. Create a full family compound. Bring animals. Park your equipment. Or keep it simple and enjoy the space, the quiet, and the freedom. There’s already a private trail running through the property—perfect for riding, walking, or letting the dogs run without ever worrying about traffic or neighbors. This is the kind of land where you can actually use every inch. The wrap-around porch ties it all together, giving you a place to slow down and take in what you own—something that’s becoming harder to find in Central Florida. From a structural standpoint, the home is built to last with block construction, a durable metal roof, well and septic, and no HOA restrictions—giving you full control over how the property evolves over time. Location-wise, you’re positioned for both privacy and accessibility—just a short drive to shopping, dining, and major roadways, while still feeling completely removed from the noise. Nearby natural areas and trails only add to the lifestyle this property offers. Properties like this aren’t just homes—they’re long-term holds. With limited inventory offering acreage, a pool, jacuzzi, and buildable land together, opportunities like this don’t come around often. If you’re looking for space, privacy, and the ability to create something beyond a standard home—this is where it starts.

326 Enterprise Osteen Road, Osteen
$950,000
6 Beds ⋅ 4 Baths ⋅ Cove At Lemon Bluff Unrec SubDv. ⋅ 32764 Zip Code
Private 10-acre estate in Osteen built for space, strength, and flexibility. This impressive 3-story residence features durable red iron construction, allowing for incredible interior freedom since there are no traditional load-bearing interior walls. Reconfigure, open up, or redesign the layout as your needs change. Enjoy a fully screened wraparound porch, brand-new electric entry gate, elevator, and dumbwaiter for everyday convenience. The home offers primary suites on both the second and third floors, each featuring newly updated showers. A fully paid-off Tesla solar system with 4 batteries provides serious energy independence and helps keep power costs low. Outside, the property is ready for horses, hobbies, equipment, or future improvements with open pasture space and room to spread out. The detached 3-bay garage includes a car lift, engine hoist, and dedicated office, making it ideal for car enthusiasts, contractors, or anyone needing true flex space. Acreage, privacy, infrastructure, and room to make it your own, this property delivers.

539 Tabatha Drive, Osteen
$749,000
32764 Zip Code
TRANSFERABLE SURVEY INCLUDED 29.5+/- acres (997 x 1287) zoned A-1. Flood Zone Code: X. Topography Maps available upon request.

Osteen Maytown Road, Osteen
$1,111,000
3 Beds ⋅ 3 Baths ⋅ Osteen SubDv. ⋅ 32764 Zip Code
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
$765,000
3 Beds ⋅ 2 Baths ⋅ Carnell 3rd Add Aka Pells Hilltop Unrec SubDv. ⋅ 32764 Zip Code
Spectacular Opportunity — Live, Work & Play on 1.6 Acres! Step into the epitome of Florida living with this beautifully maintained brick 3BR/2BA ranch, offering 1,665 sq. ft. of comfort and style on a sprawling, landscaped property. Designed with a split floor plan, this home blends privacy and functionality, creating the perfect setting for family and entertaining. The grounds are equally impressive, featuring an expansive detached garage/workshop, entertainment gazebo, and wide-open spaces to relax or create your vision. High and dry, this property is not in a flood zone. Adding unmatched value is the included thriving nursery business — complete with approx. $8K in fruit tree inventory, equipment, a 2005 Ford F-150 truck, and tools — offering immediate income potential or a foundation for your own venture. With zoning under the Osteen Mixed Use Village Classification, the possibilities for the future are extraordinary: schools, subdivisions, medical or veterinary clinics, and more. This property can be subdivided into more residential lots. This rare offering is more than a home — it’s a lifestyle, an investment, and a private compound where you can truly live, work, and thrive.

155 11th Avenue, Osteen
$1,500,000
Assessors N 01/2 Sw 01/4 SubDv. ⋅ 32764 Zip Code
Osteen Central 1.68 acres located a couple of hundred feet from the intersection of Highway 415 and Doyle Road. Vacant commercial land zoned OVC (Osteen Commercial Village) Mixed Use.

Doyle Road, Osteen
$1,500,000
Assessors N 01/2 Sw 01/4 SubDv. ⋅ 32764 Zip Code
Osteen Central. 1.68 acres located a couple of hundred feet from the intersection of Highway 415 and Doyle Road. Vacant commercial land zoned OVC (Osteen Commercial Village) Mixed Use.

Doyle Road, Osteen