Cypress Isles Real Estate

Welcome to Cypress Isles, a picturesque subdivision nestled in the heart of Osteen, Volusia County, Florida. This charming community offers a tranquil and serene setting for those looking to escape the hustle and bustle of city life.

Cypress Isles is known for its lush greenery, pristine lakes, and well-maintained properties. The neighborhood boasts a variety of home styles, from cozy cottages to spacious estates, ensuring there is something for everyone. Residents of Cypress Isles enjoy a close-knit community atmosphere, perfect for families, retirees, and young professionals alike.

Nature enthusiasts will appreciate the abundance of outdoor activities available in Cypress Isles. Explore the nearby parks and nature reserves, go fishing or boating on the lakes, or simply take a leisurely stroll through the tree-lined streets. With its convenient location, residents have easy access to shopping, dining, and entertainment options, making it a desirable place to call home.

Whether you are looking to settle down or invest in real estate, Cypress Isles offers a unique opportunity to experience Florida living at its finest. Come discover the beauty and tranquility of Cypress Isles – where every day feels like a vacation.

Newest Listings in Cypress Isles

$675,000

3 Beds ⋅ 2 Baths ⋅ Cypress Isles SubDv. ⋅ 32764 Zip Code

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 ⋅ 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

Start Your Search