27 WINDING CREEK WAY, ORMOND BEACH, FL, 32174
Active157 days on marketListed Feb 6, 2026MLS #FC315957
About this home
27 WINDING CREEK WAY
Experience the best of Florida living in this move-in ready, beautifully updated pool home, nestled within the prestigious Estate Homes section of Breakaway Trails—one of Ormond Beach’s most sought-after 24-hour guard-gated private communities. Drive up to this stunning brick home featuring a circular driveway and an easy-to-maintain, fully fenced yard with thoughtful plantings, creating a peaceful and serene setting. Inside, you’ll find 3 bedrooms, 2.5 bathrooms, and 2,370 square feet of thoughtfully designed living space filled with comfort, style, and elegant upgrades throughout. In the heart of the home is the bright, inviting kitchen, offering abundant cabinetry with convenient pull-out storage, a functional peninsula perfect for casual dining or entertaining, and sun tunnels that fill the space with natural light. Plantation shutters add timeless charm and sophistication across the home. The living areas flow seamlessly, highlighted by a refaced wood-burning fireplace that creates a warm and welcoming focal point. French doors lead you outside to your private outdoor oasis—an oversized screened lanai complete with custom sun shades, ideal for relaxing or hosting guests year-round. Step into the sparkling solar-heated pool with gas heated spa, perfect for enjoying Florida’s sunshine in total privacy. The spa-like primary suite offers a true retreat, featuring a luxurious soaking tub and a walk-in shower designed for relaxation. With a newer roof, thoughtful updates throughout, and rare bonus storage with an attached shed, this home truly checks every box. Breakaway Trails is known for its exceptional amenities, family-friendly atmosphere, and unbeatable location—just minutes from the Atlantic Ocean beaches, top-rated schools, shopping, dining, and medical facilities. Whether you’re looking for an upscale family home or a peaceful retreat, this property delivers the perfect blend of privacy, convenience, and resort-style living.
Facts & features
The home at a glance
3
Bedrooms
2.5
Bathrooms
2,370
Sqft
0.36 ac
Lot size
2
Garage
1992
Year built
One
Levels
$259
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.
$4,400 /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
$4,400/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 Ormond Beach actives
$259 vs $237
Days on market
157 vs 41 typical
Where $259/sqft sits among the 400 Ormond Beach 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 Breakaway Trails
Drive times from this address
Get to know Ormond Beach. See the full Ormond Beach guide →
Breakaway Trails — neighborhood snapshot
Population
2,665
Median age
59
Median income
$97,154
Median home value
$460,936
Avg household
2
Households w/ children
264
For the school run
Volusia County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Ormond Beach market
$390K → $415K
Ormond Beach median sold, yr/yr
96.3%
Sale-to-list ratio (12 mo)
192 of 400
Ormond Beach actives have cut their price
Median sold price, Ormond Beach, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 8% above the Breakaway Trails median. See the full Ormond Beach market guide →
Paper trail
This home's history
Reality check
What actually sold near 27 WINDING CREEK WAY
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$565,000
56 WINDING CREEK WAY · same community
4 bd · 3 ba · 2,852 sqft · $198/sqft · 22 DOM
Sold · Dec ’25$600,000
11 FOREST VIEW WAY · same community
4 bd · 2 ba · 3,104 sqft · $193/sqft · 117 DOM
Sold · Jan ’26$860,000
9 FOREST VIEW WAY · same community
5 bd · 4 ba · 4,840 sqft · $178/sqft · 109 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
Cindy Fernandez
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 27 WINDING CREEK WAY — start here.
Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 27 WINDING CREEK WAY — before you fall in love.
See it in person
Schedule a tour
Live availability from Cindy's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
27 WINDING CREEK WAY FAQs
What would the monthly payment be for 27 WINDING CREEK WAY?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $4,400/mo — principal and interest, the actual property-tax bill, the $143/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 27 WINDING CREEK WAY?+
The association fee works out to $143 per month. Ask us for the full association documents — they spell out exactly what the fee covers.
What are the property taxes on 27 WINDING CREEK WAY?+
The most recent tax bill on record (2024) was $6,576. 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 27 WINDING CREEK WAY?+
The listing reports pets: Cats OK, Dogs OK. 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 Ormond Beach?+
At $615,000, this home is listed about 45% above the Ormond Beach median of $425,495. The market section on this page shows how the area is trending.
Which schools are assigned to 27 WINDING CREEK WAY?+
Pathways Elementary School (elementary), David C. Hinson Senior Middle School (middle), Mainland High School (high) — Volusia County School District. Always verify school assignments with the district before relying on them.
Keep looking
Similar homes nearby
Listing courtesy of BETTER HMS & GARDENS RE SYNERG · James Sheehan. MLS #FC315957.
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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