345 CYPRESS ISLES ROAD, OSTEEN, FL, 32764
Active99 days on marketListed Apr 25, 2026MLS #O6401979
About this home
345 CYPRESS ISLES ROAD
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
Facts & features
The home at a glance
5
Bedrooms
5.5
Bathrooms
3,833
Sqft
10.29 ac
Lot size
2
Garage
2017
Year built
Two
Levels
$388
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record and the real association fee — not generic estimates.
$9,762 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.
These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$9,762/mo
Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.
Value check
Is the price right?
The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.
$/sqft vs NONE
$388 vs $339
Days on market
99 vs 99 typical
Where $388/sqft sits among the 270 homes for sale in NONE
The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.
Where it sits
Inside Osteen
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Osteen. See the full Osteen guide →
OSTEEN 32764 — neighborhood snapshot
Population
2,744
Median age
54.9
Median income
$84,242
Median home value
$328,200
Avg household
2.33
Households w/ children
257
For the school run
Volusia County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Osteen market
$319K → $498K
Osteen median sold, yr/yr
94.8%
Sale-to-list ratio (12 mo)
100 of 270
NONE have cut their price
Median sold price, Osteen, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 384% above the OSTEEN 32764 median. See the full Osteen market guide →
Paper trail
This home's history
Reality check
What actually sold near 345 CYPRESS ISLES ROAD
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Dec ’25$3,200,000
15650 W HIGHWAY 318 · same community
5 bd · 5.5 ba · 4,600 sqft · $696/sqft · 158 DOM
Sold · Jul ’26$311,760
7320 MARLO ROAD · same community
3 bd · 3 ba · 2,584 sqft · $121/sqft · 78 DOM
Sold · Jan ’26$410,000
301 CLARK STREET · same community
4 bd · 4 ba · 2,582 sqft · $159/sqft · 204 DOM
Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.
Your home team
The pros in your corner
Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.
Your agent
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 345 CYPRESS ISLES ROAD — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 345 CYPRESS ISLES ROAD — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
345 CYPRESS ISLES ROAD FAQs
What would the monthly payment be for 345 CYPRESS ISLES ROAD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $9,762/mo — principal and interest, the actual property-tax bill, the $33/mo association fee and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.
How much are the HOA fees at 345 CYPRESS ISLES ROAD?+
The association fee works out to $33 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 345 CYPRESS ISLES ROAD?+
The most recent tax bill on record (2025) was $11,716. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
Are pets allowed at 345 CYPRESS ISLES ROAD?+
The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.
How does the price compare to other homes in Osteen?+
At $1,489,000, this home is listed about 328% above the Osteen median of $347,500. The market section on this page shows how the area is trending.
Which schools are assigned to 345 CYPRESS ISLES ROAD?+
Osteen Elementary School (elementary), Pine Ridge High School (high), Heritage Middle School (middle) — Volusia County School District. Always verify school assignments with the district before relying on them.
The brief
Three things that matter here
01Positioned at the premium end
$1,489,000 runs 384% above the OSTEEN 32764 median — but at 3,833 sqft it's also nearly 3 times the size of the typical Osteen listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03The price has already moved
Listed at $1,599,000, now $1,489,000 — a $110K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of LPT REALTY LLC · Brendan McGilvray. MLS #O6401979.
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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.
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