Cypress Isles Homes for Sale

Welcome to Cypress Isles, a hidden gem nestled in the serene landscape of Osteen, Florida, within the picturesque Volusia County. This charming subdivision offers a perfect blend of tranquility and modern living, making it an ideal destination for families and individuals seeking a peaceful retreat while remaining close to the vibrant amenities of Central Florida.

Cypress Isles boasts an array of beautifully designed homes, each reflecting the unique character and warmth of the community. With properties ranging from cozy single-family homes to spacious estates, there’s something for everyone. These homes are thoughtfully positioned amidst lush greenery, providing residents with a sense of privacy and connection to nature. Many properties feature stunning views, expansive yards, and modern amenities, ensuring that you can enjoy the comforts of contemporary living while basking in the beauty of the Florida landscape.

For those considering a move, there are several homes for sale in Cypress Isles, each offering its own charm and potential. Whether you’re looking for a starter home or a place to settle down, the options are plentiful. With easy access to nearby parks, recreational facilities, and the scenic St. Johns River, residents can embrace an active lifestyle filled with outdoor adventures.

Cypress Isles is more than just a subdivision; it’s a community where neighbors become friends, and memories are made. Discover the charm of Osteen and the inviting atmosphere of Cypress Isles—your dream home awaits!

Newest Cypress Isles Homes for Sale

$675,000

3 Beds ⋅ 2 Baths ⋅ O6440667 MLS

Virtually Staged. Location Location Location! Private, yet close to everything for those seeking quiet country living with modern comforts. Minutes from local walking, hiking and horse trails. LOW HOA and Key access to St. Johns Community Park. Come see this Charming 3 bedroom 2 bath Country home, situated on 10 Acres of pristine land! Large private pond stocked with brim, catfish and tilapia. On the land, you will find a huge barn/workshop, 2 pole barns for your boats, RV’s and other recreational vehicle's. All fully equipped with electricity. Whole house, 500 LB generator with propane tank underground, installed 2022. Roof replaced in 2022, HVAC system replaced in 2023. Water filtration system installed in 2026. The interior boasts of, vaulted ceilings with an open concept floor plan. Creating a natural flow for everyday living and entertaining. The kitchen offers stainless Steele appliances with solid wood cabinetry. Refrigerator replaced 2026 along with new laminate flooring through out, replaced in 2025. Master bath remodeled in 2022. As a bonus, this home also offers a safe room for Florida’s seasonal changes. Enjoy morning sunrise and sunsets from the front/back porch areas. Easy access to SR 415, just minutes to airports, hospitals, beaches, restaurants and shopping. Call today, to schedule a private showing.

806 Bayhead Road, Osteen

$669,900

3 Beds ⋅ 2 Baths ⋅ O6405591 MLS

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

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