Cypress Isles Real Estate

Cypress Isles Real Estate

Welcome to Cypress Isles, an enchanting subdivision nestled in the heart of Osteen, Florida, within beautiful Volusia County. This picturesque community offers a serene escape from the hustle and bustle of city life while still providing convenient access to modern amenities and attractions.

Cypress Isles is characterized by its lush landscapes and charming homes, each designed to harmonize with the natural beauty of the area. With spacious lots and a variety of architectural styles, this subdivision caters to diverse tastes and lifestyles. Residents enjoy the tranquility of tree-lined streets, perfect for evening strolls or morning jogs, while the vibrant community spirit fosters a warm and welcoming atmosphere.

One of the standout features of Cypress Isles is its proximity to nature. The surrounding area is rich with opportunities for outdoor enthusiasts, including nearby parks, lakes, and trails for hiking, biking, and bird-watching. Whether you're fishing on the St. Johns River or exploring the scenic landscapes of the nearby Black Bear Wilderness Area, adventure awaits just beyond your doorstep.

Families will appreciate the top-rated schools in the area, providing excellent educational opportunities for children of all ages. Additionally, Osteen’s convenient location offers easy access to the bustling cities of Orlando and Daytona Beach, where you can enjoy shopping, dining, and entertainment.

Cypress Isles is more than just a place to live; it’s a community where neighbors become friends and memories are made. Come discover the charm of Cypress Isles, where your dream home awaits amidst the beauty of Florida’s nature.

Newest Listings in Cypress Isles

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

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

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

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

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