Cypress Isles Homes for Sale

Cypress Isles Homes for Sale

Welcome to Cypress Isles, a delightful subdivision nestled in the heart of Osteen, Volusia County, Florida. This charming community offers a unique blend of tranquility and convenience, making it an ideal place to call home.

Cypress Isles is known for its picturesque surroundings, with lush greenery and serene waterways dotting the landscape. Residents here enjoy a peaceful atmosphere away from the hustle and bustle of the city, while still being within easy reach of all the amenities and attractions that Osteen has to offer.

Homes for sale in Cypress Isles are truly a sight to behold. From cozy cottages to spacious family homes, there is something to suit every taste and budget. Whether you're looking for a waterfront property with stunning views or a cozy bungalow nestled in the trees, you're sure to find your dream home in Cypress Isles.

With its convenient location, beautiful surroundings, and a wide range of housing options, Cypress Isles is the perfect place to put down roots and create lasting memories. Come and discover all that this wonderful community has to offer – your dream home awaits in Cypress Isles.

Newest Cypress Isles Homes for Sale

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