Cypress Isles Real Estate

Cypress Isles Real Estate

Welcome to Cypress Isles, a hidden gem nestled in the heart of Osteen, Florida, within the picturesque Volusia County. This charming subdivision offers a unique blend of tranquility and convenience, making it the perfect place to call home. Surrounded by lush greenery and serene landscapes, Cypress Isles is designed for those who appreciate the beauty of nature while enjoying modern comforts.

Cypress Isles boasts a variety of beautifully crafted homes, each reflecting the warmth and character of the community. The spacious lots provide ample room for outdoor activities, gardens, and family gatherings. Residents can take advantage of the neighborhood’s peaceful atmosphere, perfect for evening strolls or morning jogs, while the nearby waterways offer opportunities for fishing, kayaking, and exploring Florida's natural beauty.

Conveniently located just a short drive from the vibrant city of Deltona and the scenic attractions of the St. Johns River, Cypress Isles provides easy access to shopping, dining, and entertainment options. Families will appreciate the proximity to excellent schools, parks, and recreational facilities, ensuring that all ages find something to enjoy.

What truly sets Cypress Isles apart is its sense of community. Neighbors come together for various events and activities, fostering friendships and creating lasting memories. Whether you're a first-time homebuyer, looking to downsize, or seeking a peaceful retreat, Cypress Isles is a welcoming enclave that captures the essence of Florida living. Come explore this idyllic subdivision and discover your dream home in Cypress Isles today!

Newest Listings in Cypress Isles

615 Deer Pond Road, Osteen
$990,000
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
806 Bayhead Road, Osteen
$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
430 Cypress Isles 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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