Osteen Homes with HOA

Osteen Homes with HOA

Welcome to Osteen, Florida—a hidden gem nestled in the heart of Volusia County. This charming community is known for its serene landscapes, friendly neighbors, and a rich tapestry of natural beauty. With its proximity to the St. Johns River and lush greenery, Osteen offers a tranquil lifestyle while still being conveniently located near major cities like Daytona Beach and Orlando.

Osteen boasts a variety of homes that cater to diverse lifestyles, including those nestled within well-maintained communities governed by Homeowners Associations (HOAs). Living in an HOA community provides residents with a sense of pride and security, as these associations work diligently to maintain common areas, enforce community standards, and foster a sense of camaraderie among neighbors. Whether you’re seeking a cozy single-family home or a spacious property with room to grow, Osteen’s HOA communities offer a range of options to suit your needs.

The region is perfect for outdoor enthusiasts, with ample opportunities for fishing, boating, and hiking in nearby parks. Families will appreciate the excellent schools and community events that bring residents together, creating a warm and welcoming atmosphere.

If you’re looking for a peaceful retreat with a strong sense of community, Osteen is the place to call home. Explore the wonderful homes available within its HOA neighborhoods and discover the perfect blend of comfort, convenience, and natural beauty that this enchanting Florida town has to offer!

Newest Osteen Homes with HOA

1215 Tall Pines Drive, Osteen
$499,000
R4912185 MLS
Imagine owning 11.66± acres of Old Florida along the legendary St. Johns River, where privacy, natural beauty and waterfront living come together in a setting that is increasingly difficult to find. Welcome to 1215 Tall Pine Drive in Osteen, an extraordinary riverfront property located within the River Oaks community in Volusia County. With approximately 285 feet of frontage directly along the St. Johns River, this expansive parcel offers the space and setting to create a private residence, weekend retreat or long-term family getaway surrounded by authentic Florida scenery. The property features a combination of uplands and wetlands, creating a diverse natural landscape and an opportunity to thoughtfully position a future home around the unique characteristics of the land, subject to site suitability, zoning, permitting and other applicable governmental approvals. Whether your vision includes a custom riverfront home, room to enjoy outdoor recreation, or simply a peaceful place to escape the congestion of more densely developed areas, this property delivers something truly special: acreage with direct access to one of Florida's most iconic waterways. Step outside and experience the sights and sounds of the river, launch the boat for a day on the water, cast a line and fish, or simply relax and enjoy the natural surroundings. The River Oaks community provides residents access to a private community boat ramp, adding another convenient option for boating and fishing, while paved road access makes reaching the property easy. Unlike a typical residential lot where neighboring homes can feel only steps away, 11.66± acres gives you the opportunity to create meaningful separation, preserve wooded areas and establish a waterfront environment that feels distinctly your own. The parcel's location on the St. Johns River provides an exceptional backdrop for anyone who values boating, fishing, wildlife, nature and the relaxed pace of riverfront living. This is the kind of property where mornings can begin overlooking the water and evenings can end beneath the Florida sky, all from your own acreage. The RC, Resource Corridor, zoning identified in current marketing information permits limited residential, agricultural and recreational uses, offering intriguing possibilities subject to Volusia County requirements and site-specific approvals. For buyers searching for more than another subdivision homesite, this is an opportunity to secure a substantial piece of waterfront Florida and shape it around your own vision. Keep the setting natural, carve out a private retreat, or explore the potential for a custom residence positioned to take advantage of the property's river frontage and wooded surroundings. With acreage, waterfront, paved access and the recreational possibilities of the St. Johns River all brought together in one property, 1215 Tall Pine Drive represents a rare opportunity for buyers who value land, water and privacy. Bring your plans, your boat and your vision and discover what life could look like with 11.66± acres on the St. Johns River. Buyer to independently verify acreage, dimensions, zoning, wetlands, buildability, utilities, flood zone, environmental conditions, access and all development and permitting requirements with Volusia County and other applicable authorities.

1215 Tall Pines Drive, Osteen

615 Deer Pond Road, Osteen
$899,900
4 Beds ⋅ 3 Baths ⋅ V4951177 MLS
Set on 10 ACRES in Osteen, this unique property combines a spacious residence, an ATTACHED 1-BEDROOM APARTMENT, extensive agricultural improvements, and plenty of room to enjoy acreage living. The main home offers 3 bedrooms, 2 bathrooms, 10-foot ceilings, a fireplace, an open kitchen with reverse osmosis, a gas range installed in 2025, and a large pantry/laundry area. The primary suite features a spacious three-head walk-in shower and direct access to the EXPANSIVE SCREENED PORCH overlooking the property. The attached apartment includes 1 bedroom, 1 bathroom, a full kitchen, walk-in closet, tub/shower, and separate entrance, providing flexible additional living space. Outside, the property is FENCED AND CROSS-FENCED and includes THREE PONDS STOCKED WITH CATFISH AND TILAPIA, a detached 3-car garage with attic storage, a whole-home propane generator installed in 2025, a utility barn with power and water, fenced garden area with raised beds, multiple livestock pens and coops, cattle chute and corral, feeders, and water troughs throughout the fields. Mature bamboo, large live oaks, and an extensive variety of fruit trees and plants add privacy and character across the acreage. Additional features include a 16-foot swim spa with deck, 190-yard shooting range, covered front porch, exterior paint completed in 2024, and fresh interior paint in 2026. The property also offers CONVENIENT ACCESS TO THE RIVER-TO-SEA LOOP BIKE TRAIL along Osteen Maytown Road, adding another way to enjoy the surrounding outdoor lifestyle. The Cypress Isles community has a private St. Johns Riverfront Park with a boat ramp, playground and pavilion. The HOA fee also goes to cover the maintenance of the community roads. Call to schedule your private showing today!

615 Deer Pond Road, Osteen

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