8383 CYPRESS HOLLOW DRIVE, SARASOTA, FL, 34238
Active247 days on marketListed Feb 8, 2026MLS #A4681688
About this home
8383 CYPRESS HOLLOW DRIVE
Welcome to this simply spectacular. welcoming home in the gated community of Deer Creek in Sarasota's Palmer Ranch. This quality-built four-bedroom pool home, plus a den and three full baths, sits on a peaceful lake and is designed to truly enjoy Florida living—inside and out. Natural light pours in through multiple windows and sliders, creating a bright, open feel and easy access to the private screened pool and lanai. The spacious gourmet kitchen is the heart of the home, featuring solid stone countertops, a large island, and a breakfast bar—perfect for everyday living or entertaining. Open to the kitchen, the family room offers a cozy fireplace and a comfortable space to gather. The home is thoughtfully laid out with separate living and dining rooms, ideal for hosting family and friends while still keeping everyday spaces relaxed and inviting. A split bedroom plan provides privacy for the owners’ suite, which includes large closets and a well-appointed en-suite bath. Some newer windows and sliders add peace of mind. Deer Creek offers a 24-hour guard gate, scenic lakes and preserve views, low HOA fees, and no CDD. Conveniently located near Siesta Key Beach, shopping at Publix and Costco, the YMCA, golf courses, the Legacy Trail, and downtown Sarasota’s dining, shopping, and cultural events, this home combines comfort, style, and an unbeatable location.
Facts & features
The home at a glance
4
Bedrooms
3
Bathrooms
3,007
Sqft
0.31 ac
Lot size
3
Garage
1992
Year built
One
Levels
$293
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.
$5,894 /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
$5,894/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.
vs edgeAI estimate
+9.5%
$/sqft vs Sarasota actives
$293 vs $350
Days on market
247 vs 84 typical
Where $293/sqft sits among the 400 Sarasota actives
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 Sarasota
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Sarasota. See the full Sarasota guide →
SARASOTA 34238 — neighborhood snapshot
Population
22,808
Median age
63.9
Median income
$94,583
Median home value
$532,800
Avg household
1.94
Households w/ children
1,611
For the school run
Sarasota County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Sarasota market
$475K → $493K
Sarasota median sold, yr/yr
95.2%
Sale-to-list ratio (12 mo)
201 of 400
Sarasota actives have cut their price
Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 228% above the SARASOTA 34238 median. See the full Sarasota market guide →
Paper trail
This home's history
Reality check
What actually sold near 8383 CYPRESS HOLLOW DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Mar ’26$1,300,000
8687 WOODBRIAR DRIVE · same community
4 bd · 4 ba · 2,976 sqft · $437/sqft · 54 DOM
Sold · Oct ’26$1,175,000
8314 CYPRESS HOLLOW DRIVE · same community
3 bd · 3 ba · 2,928 sqft · $401/sqft · 3 DOM
Sold · Dec ’25$879,000
8400 WOODBRIAR DRIVE · same community
4 bd · 3 ba · 2,861 sqft · $307/sqft · 6 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
Zack Zonker
President Tampa Division · CENTURY 21 Edge
Tours, negotiation, and every question about 8383 CYPRESS HOLLOW DRIVE — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 8383 CYPRESS HOLLOW DRIVE — before you fall in love.
See it in person
Schedule a tour
Live availability from Zack's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
8383 CYPRESS HOLLOW DRIVE FAQs
What would the monthly payment be for 8383 CYPRESS HOLLOW DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $5,894/mo — principal and interest, the actual property-tax bill, the $205/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 8383 CYPRESS HOLLOW DRIVE?+
The association fee works out to $205 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 8383 CYPRESS HOLLOW DRIVE?+
The most recent tax bill on record (2025) was $5,407. 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 8383 CYPRESS HOLLOW DRIVE?+
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 Sarasota?+
At $880,000, this home is listed about 60% above the Sarasota median of $550,000. The market section on this page shows how the area is trending.
Which schools are assigned to 8383 CYPRESS HOLLOW DRIVE?+
Sarasota Middle School (middle), Ashton Elementary School (elementary), Riverview High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.
The brief
Five things that matter here
01Positioned at the premium end
$880,000 runs 228% above the SARASOTA 34238 median — but at 3,007 sqft it's also nearly twice the size of the typical Sarasota listing.
02Waterfront living
This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.
03Time on market is leverage
247 days on market against a Sarasota median of 84 — sellers in this position are usually ready to negotiate.
04Strong assigned schools
Sarasota Middle School, Ashton Elementary School, Riverview High School — Sarasota Middle School rates 4 of 5. Always verify assignments with the district.
05The price has already moved
Listed at $925,000, now $880,000 — a $45K cut. The full history is in the market section below.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS ON THE WATER S · Karie Backman. MLS #A4681688.
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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