Cypress Isles Homes with Pond Frontage

Welcome to Cypress Isles, an enchanting subdivision nestled in the heart of Osteen, Florida, within the picturesque Volusia County. This serene community offers an idyllic blend of nature and modern living, making it the perfect retreat for those seeking tranquility without sacrificing convenience.

Cypress Isles is renowned for its stunning homes with pond frontage, allowing residents to enjoy breathtaking views and the soothing sounds of nature right from their backyards. Imagine waking up to the gentle ripples of water and the soft rustle of leaves, creating a peaceful ambiance that sets the tone for your day. These thoughtfully designed homes not only provide beautiful vistas but also a sense of privacy and seclusion, ideal for families and individuals alike.

The community is surrounded by lush greenery and offers numerous opportunities for outdoor activities. Whether you enjoy fishing, kayaking, or simply taking leisurely strolls by the water, the natural beauty of Cypress Isles caters to all lifestyles. The well-maintained streets are perfect for evening walks, and the friendly neighbors foster a sense of belonging that enhances the charm of this subdivision.

Conveniently located, Cypress Isles provides easy access to major highways, making commuting to nearby cities a breeze. With local shops, schools, and recreational facilities just a short drive away, you’ll find that everything you need is within reach.

Discover the allure of Cypress Isles, where pond-front living meets a vibrant community spirit. Come and experience the best of Florida living, and make this captivating subdivision your new home!

Newest Cypress Isles Homes with Pond Frontage

$990,000

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

$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

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