Cypress Isles Homes with Pond Frontage

Welcome to Cypress Isles, a hidden gem nestled in the heart of Osteen, Florida, within Volusia County. This picturesque subdivision offers a serene escape from the hustle and bustle of city life, making it the perfect place to call home. With its lush landscapes and tranquil surroundings, Cypress Isles is designed for those who appreciate nature and the beauty of Florida living.

One of the standout features of this enchanting community is its stunning homes with pond frontage. Imagine waking up to the gentle sounds of water lapping at the shore and the sight of serene reflections dancing on the surface of a pristine pond. These homes not only provide breathtaking views but also an idyllic setting for outdoor activities, from fishing to kayaking, or simply enjoying a peaceful afternoon by the water's edge.

Cypress Isles is thoughtfully designed with a sense of community in mind. Residents can enjoy leisurely strolls along tree-lined streets, where neighbors become friends and children can play safely. The area is also conveniently located near local amenities, including shopping, dining, and recreational opportunities, ensuring that everything you need is just a short drive away.

Whether you're looking for a family home or a peaceful retreat, Cypress Isles offers a unique blend of tranquility and convenience. Come explore this charming subdivision and discover the perfect place to create lasting memories in the heart of Florida. Your dream home with pond frontage awaits!

Newest Cypress Isles Homes with Pond Frontage

$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

$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

Start Your Search