345 Cypress Isles Rd

Osteen, FL 32764

$1,599,000
Price
5
Beds
3,833 Sq. Ft.
$417 / Sq. Ft.
3,833
Sq. Ft.
$417
per Sq. Ft.
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Description

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...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
  1. Listed by Brendan McGilvray • Brokerage DRE #BO2035003 • LPT REALTY LLC
    P: (407)-416-4824 C: (407)-416-4824 brendanmcgilvrayrealtor@gmail.com
  2. Listed by J.J. Rupp • Brokerage DRE #BO2035003 • LPT REALTY LLC
    P: (407)-719-2848 C: (407)-719-2848 teamrupprealtor@gmail.com

Property Details for 345 Cypress Isles Road

Subdivision Name
NONE
Township
19S
Garage Spaces
2
View
Trees/Woods
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 05/02/2026 11:29 AM

Property Details for 345 Cypress Isles Road

StatusActive
MLS #O6401979
Days on Market9
Taxes$11,716 / year
HOA Fees$400 / year
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2017
Lot Size10.29 AC / 448,263 SF
CountyVolusia County
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Location

Listing Courtesy of LPT REALTY LLC, Brendan McGilvray; LPT REALTY LLC, J.J. Rupp
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Building Information for 345 Cypress Isles Road

Stories-Year Built2017Building Size-Lot Size10.29 AC / 448,263 SF

Payment Calculator

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$9,061 per month

30 year fixed, 6.46% Interest

Principal and Interest

$8,052

Property Taxes

$976

HOA Dues

$33

The Payment Calculator is for illustrative purposes only.

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Property Information for 345 Cypress Isles Road

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 5054.0
  • Building Area Units: Square Feet
  • Direction Faces: Northwest
  • 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
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 345
  • Street Name: CYPRESS ISLES
  • Street Suffix: ROAD
  • State: FL
  • City: OSTEEN
  • Between US 1 River YN: No
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Association Fee Requirement: Required
  • Association Name: Cypress Isles Homeowners Assocation
  • Association Phone: 3867854773
  • Association: Yes
  • CDD: No
  • Tax Block: 00
  • Tax Book Number: 4009-3
  • 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
  • Tax Lot: 0400
  • Tax Year: 2025
Property
Lot Information
  • Additional Parcels: No
  • Current Use: Cattle, Poultry, Horses, Livestock
  • Lot Features: Cleared
  • Parcel Number: 921600000400
  • Total Acreage: 10 to less than 20
  • Water Access: No
  • Water Extras: No
  • Zoning: 01A1
  • Living Area: 3833
Property and Assessments
  • Year Built Numeric: 2017
  • Flood Zone Code: A
  • Flood Zone Date: 02-19-2014
  • Flood Zone Panel: 12127C0780H
  • Homestead: Yes
  • New Construction: No
  • Public Survey Range: 32E
  • Public Survey Section: 16
Utilities
  • Sewer: Septic Tank
  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Phone Available, Water Connected
  • Water Source: Well
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Fire Pit, Lighting, Private Entrance
  • Fencing: Wire, Wood
  • Foundation Details: Slab
  • Levels: Two
  • Pool Features: Child Safety Fence, Gunite, In Ground
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Shingle
  • Spa Features: In Ground
  • Spa: Yes
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 5
  • Appliances: Dishwasher, Disposal, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace: No
  • Flooring: Ceramic Tile, Luxury Vinyl
  • Heating: Central
  • Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s)
  • Laundry Features: Common Area, Electric Dryer Hookup, Inside, Laundry Room
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 9.0
  • Water View: No
  • Bathrooms Half: 1
Rental
Rental Information
  • Pets Allowed: Yes

Property History for 345 Cypress Isles Road

DateEvent & SourcePriceAppreciation
Apr 25, 2026

Listed (Active)

MFRMLS #O6401979

$1,599,000—
Aug 10, 2017

Sold (Public Record)

Public Record #603767355

$360,000

+38.3% / yr

Apr 21, 2015

Withdrawn

MFRMLS #O5321663

$150,000—
DateEvent & SourcePrice
04/25/2026

Listed (Active)

MFRMLS #O6401979

$1,599,000
08/10/2017

Sold (Public Record)

Public Record #603767355

$360,000

+38.3% / yr

04/21/2015

Withdrawn

MFRMLS #O5321663

$150,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 345 Cypress Isles Road

Taxable ValueLand-Additions-Total-
Tax Record2025$13,767 ($1,147 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt3,833 SqFtAbove Grade Finished SqFt3,833 SqFtStories1Lot Size448,263 SqFtStyleSingle Family ResidenceYear Built2017ZoningA1CountyVOLUSIAAPN9216-00-00-0400Fireplace TypeHas Fireplace

Schools near 345 Cypress Isles Road

This home is within Volusia.
Rating
School
Type
Grades
Distance
Osteen Elementary School
Public - PK to 5
Heritage Middle School
Public - 6 to 8
Pine Ridge High School
Public - 9 to 12
Legacy Scholars Academy
Public - K to 12
Rating
School
Distance
Osteen Elementary School
PublicPK to 5

Heritage Middle School
Public6 to 8

Pine Ridge High School
Public9 to 12

Legacy Scholars Academy
PublicK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 345 Cypress Isles Road, Osteen, FL 32764

345 Cypress Isles Road is a single family home for sale in Osteen, FL 32764. This property was listed for sale on April 25, 2026 by LPT REALTY LLC, it's currently listed at $1,599,000. It has been on the market for a total of 9 days and was last sold on August 10, 2017. This listing's school district is Volusia. Nearby schools include Osteen Elementary School, Heritage Middle School and Pine Ridge High School. 345 Cypress Isles Road is a 5-bed, 6-bath, 3,833 sqft single family home built in 2017.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of LPT REALTY LLC, Brendan McGilvray; LPT REALTY LLC, J.J. Rupp

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 05/02/2026 11:29 AM