$1,489,000
345 Cypress Isles Road
Osteen, FL 32764
Listing updated: June 14, 2026 at 5:28 PM ET
Listing courtesy of Lpt Realty Llc · Brendan McGilvray · MLS #O6401979 · Active · 386-388-7877Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Nestled on over 10 sprawling Acres of pristine Florida landscape, this 2017-built architectural masterpiece offers an unparalleled blend of modern luxury and pastoral functionality within an exclusive gated enclave. Spanning 3,833 square feet of impeccably designed living space, the residence features five expansive bedroom suites and five and a half designer bathrooms, with large office/movie room while the exterior has been transformed into a fully realized high-end estate. The grounds are meticulously illuminated by a commercial concrete pole lighting system that illuminates the entirety property including pastures. The resort-style pool and spa, a separate professional-grade greenhouse, and a custom chicken coop designed for the hobby farmer. Professional infrastructure defines the property, including a fully enclosed well house and a massive, climate-controlled concrete outbuilding equipped with roll-up doors—ideal for a premium car collection, workshop, or secure equipment storage. With direct access to the St. Johns River via a community boat ramp and a location that borders the 150-acre Hickory Bluff Preserve, this property provides a rare "silent zone" lifestyle where total privacy and self-sufficient luxury meet, making it the ultimate retreat for the discerning buyer seeking space, security, and world-class amenities
Local Insight
At $388/sqft on a 2017 build, you're paying a premium for the land and privacy—that 10.29 acres is the real draw here, but it also means you're committed to rural Osteen living with a longer commute to job centers in Sanford or DeLand. The Flood Zone A designation is a serious consideration that will affect insurance costs and resale appeal, so factor in flood insurance expense beyond the modest $33 HOA fee. If you're after acreage, a pool, and seclusion near the preserves, this works; if you need walkability or convenient services, you'll feel isolated quickly.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history50 days on market
- Status: ActiveApr 25, 2026
- Listed$1,599,000Apr 25, 2026
- Price reduced$1,489,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 50
- Subdivision
- None
- County
- Volusia
- Year built
- 2017
- Living area
- 3,833 sq ft
- Price/sq ft
- $388
- Building area
- 5,054 sq ft (Public Records)
- Lot size
- 448,263 sq ft
- Lot category
- 10 to less than 20
- Flood zone
- A (12127C0780H)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $11,716 (2025)
- Parcel #
- 9216-00-00-0400
- Zoning
- 01A1
- MLS #
- O6401979
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 5
- Half bathrooms
- 1
- Flooring
- Ceramic Tile, Luxury Vinyl
- Appliances
- Dishwasher, Disposal, Microwave, Range, Refrigerator
- Interior features
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Common Area, Electric Dryer Hookup, Inside, Laundry Room
- Stories / Levels
- Two
- Direction faces
- Northwest
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $400 / Annually
- Monthly HOA
- $33/mo
- Total monthly fees
- $33/mo
- Total annual fees
- $400
- HOA name
- Cypress Isles Homeowners Assocation
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Buyer/Buyer Agent to verify all Lease Details and facts.
Exterior & Construction
- Exterior features
- Fire Pit, Lighting, Private Entrance
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Asphalt, Gravel
Utilities
- Sewer
- Septic Tank
- Water source
- Well
- Utilities
- BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Water Connected
Community
- Pets allowed
- Yes
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Living Room | First | |
| Kitchen | First | |
| Primary Bedroom | First | |
| Primary Bathroom | First | |
| Bedroom 1 | First | |
| Bedroom 2 | Second | |
| Bedroom 3 | Second | |
| Bedroom 4 | Second | |
| Game Room | Second |
Listing Details
- Listing date
- 2026-04-19
- On market date
- 2026-04-25
- Original list price
- $1,599,000
- Occupant type
- Owner
- MLS area
- 32764 - Osteen
- Listing AOR
- West Volusia
- Status changed
- 2026-04-25
- Tax legal description
- 16-19-32 IRREG PARCEL BEING N 1208.89 FT OF S 2672.61 FT MEAS ON W/L OF W 359.99 FT OF E 1105.97 FT MEAS ON S/L PER OR 4624 PGS 0156-0160 INC PER OR 6875 PG 2033 PER OR 7435 PG 1491
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From 415 turn onto New Symerna Beach Blvd > Turn onto Martin Osteen Rd > Turn right on Guise Rd > Turn right onto Cypress Isles Rd > Home on left Gated entrance
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of June 14, 2026 at 5:28 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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