Sleepy Hollow Port Orange
Homes for Sale in Port Orange, FL
True comps, carrying-cost math, and listings before the portals.
Sleepy Hollow is a small, tightly built pocket of 152 homes in Port Orange, all constructed between 1977 and 1985, with a median year built of 1978 and a median living area of 1,810 square feet. Because the housing stock sits in that narrow band, price differences here come down to lot, layout, and how well a given home has been updated, not any real spread in age or size.
Right now the numbers point to a seller-leaning market: just 1.3 months of supply and only a single active listing across the entire community. That is a thin market in both directions — sellers have little competition when they do list, and buyers who want in should be ready to act quickly, because there is not much on the market to compare against.
Sleepy Hollow Port Orange right now
🔴 Seller-leaning market. 1.3 months of supply and 50% of the inventory already under contract give sellers the pressure advantage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of DBAMLS records, as of July 12, 2026. Confidence: Low (2 active and pending listings, 0 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated July 12, 2026 · Live data: DBAMLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The setting & the homes.
Aerial and on-site photos of Sleepy Hollow Port Orange. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Sleepy Hollow Port OrangePhotos from DBAMLS listings in Sleepy Hollow Port Orange; content deemed reliable but not guaranteed.
Who Sleepy Hollow Port Orange is best for.
Best for
- Buyers set on an established, single-era community with a shared pool and clubhouse.
- Buyers who can act fast and don't need a long list of comparable homes to shop first.
- Buyers looking for a home near the 1,810-square-foot median size, with room to update or personalize.
Probably not for
- Buyers who want to compare multiple active listings side by side before making an offer.
- Buyers hoping for new-construction finishes or systems, since homes here date to 1977-1985.
- Investors seeking a concentration of non-owner-occupied or seasonal inventory to acquire.
The market around Sleepy Hollow Port Orange
Sleepy Hollow Port Orange is too small for its own price trend, so here is the market around it.
Across Volusia County, 4,230 homes are active and 1,084 pending (20% under contract).
ZIP and county figures describe the wider market, not Sleepy Hollow Port Orange specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Sleepy Hollow Port Orange
Live MLS inventory for Sleepy Hollow Port Orange. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Sleepy Hollow Port Orange listings as of 2026-07-12, priced high to low. © 2026 Daytona Beach Area Association of REALTORS®, Inc. Tap any home to ask about it.
Sleepy Hollow Port Orange on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from DBAMLS. Map data © OpenStreetMap, tiles © CARTO.
Life at Sleepy Hollow Port Orange
- Pool · reported on 2 of 3 listings
- Clubhouse · reported on 1 of 3 listings
Community amenities as reported across DBAAR listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Volusia County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Sugar Mill · Elementary
- Silver Sands · Middle
- Spruce Creek · High
Zoned schools reflect the assignments reported on recent Sleepy Hollow Port Orange listings and can change; always confirm with Volusia County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Sleepy Hollow Port Orange address.
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Active and pending Sleepy Hollow listings as of 2026-06-25, priced high to low. © 2026 Daytona Beach Area Association of REALTORS®, Inc.. Tap any home to ask about it.
Sleepy Hollow on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers, color the dots by status or lot type, and tap a home for the details.
Listing locations from DBAAR; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.
How far is everything?
The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.
Drive times from Sleepy Hollow. They are approximate and vary with traffic and your exact start point.
Distances and drive times are approximate and vary with traffic. Confirm your real commute at your real departure time.
Nearby Communities
Explore more neighborhoods near Sleepy Hollow Homes for Sale in Port Orange, FL with Momentum Realty’s local guides.
Carrying cost · the no-CDD edge
No CDD bond means thousands less per year than newer master plans.
Roughly $25,000 saved over 10 years in carrying cost, before resale.
Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.
Schools
- Volusia County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Confirm current ratings before relying on them
- Private and parochial options nearby
Sleepy Hollow is served by Volusia County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.
Buying with schools in mind? We can confirm the exact zoned schools for any Sleepy Hollow address.
>>>>>>> origin/mainThe Sleepy Hollow Port Orange buying strategy.
If we were buying in Sleepy Hollow Port Orange today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Come strong and clean. Homes here move, so lead with your best terms and financing ready rather than a low anchor.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Sleepy Hollow Port Orange.
A Small, Owner-Held Pocket
With 152 homes total and just one active listing at this snapshot, Sleepy Hollow trades thin. The 1.3 months of supply puts it firmly in seller-leaning territory — there simply are not many homes changing hands at once, so pricing tends to hold rather than get tested by a wave of comparable listings.
The community was built out between 1977 and 1985, with a median year built of 1978 and a median living area of 1,810 square feet, so most homes share a similar footprint and era of construction. Ownership here skews heavily toward homestead-exempt properties rather than investor or seasonal holdings. Shared amenities include a pool and clubhouse, though buyers should confirm current access and condition directly with the HOA.
The location and the amenities are priced into every listing in Sleepy Hollow Port Orange. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With inventory this thin — one active listing against 152 total homes — off-market awareness and quick, informed action matter more than they would in a higher-volume subdivision. Momentum tracks Sleepy Hollow's listing activity closely so buyers can move fast when something surfaces and sellers can price against the real, current picture rather than stale comps.
Sleepy Hollow Port Orange in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA — confirm current dues
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Sleepy Hollow Port Orange buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Sleepy Hollow Port Orange sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Sleepy Hollow Port Orange, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Sleepy Hollow Port Orange home worth?
Get a no-obligation home value based on real comparable sales in Sleepy Hollow Port Orange, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in Sleepy Hollow on the map →
Or get your Sleepy Hollow home value & selling guide →
What is your Sleepy Hollow home worth?
Get a no-obligation home value based on real comparable sales in Sleepy Hollow matched to your condition, lot, and view, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Volusia County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Volusia County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
18% of homes for sale in ZIP 32127 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-07-18).
Sleepy Hollow Market Scorecard
Sleepy Hollow is currently a balanced market (limited data). About 1.3 months of supply, a median asking price of $289,000, and homes go under contract in about 4 days.
Typical home value in the 32127 ZIP is $353,623, about 8.5% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: © 2026 Daytona Beach Area Association of REALTORS®, Inc. Refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Sleepy Hollow Market Scorecard
Sleepy Hollow is currently a buyer-leaning market (limited data). Limited supply, a median asking price of n/a.
Typical home value in the 32127 ZIP is $353,623, about 8.5% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: © 2026 Daytona Beach Area Association of REALTORS®, Inc. Refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
Is Sleepy Hollow Port Orange a buyer's or seller's market right now?
How many homes are in Sleepy Hollow Port Orange?
What share of Sleepy Hollow Port Orange is owner-occupied?
When were the homes in Sleepy Hollow Port Orange built?
Who is the best real estate agent for Sleepy Hollow Port Orange?
How do I find a top Port Orange real estate agent who knows Sleepy Hollow Port Orange?
Can Momentum Realty connect me with an agent for Sleepy Hollow Port Orange?
Should you buy in Sleepy Hollow Port Orange?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Sleepy Hollow Port Orange with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | DBAMLS, refreshed twice daily (last: July 12, 2026) |
| Housing stock & ownership | Florida DOR 2025 assessment roll (community parcel extract) |
| Under-contract shares | DBAMLS records, as of 2026-07-12 |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of DBAMLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the DBAMLS member average and 8 days faster, and we’ll price yours against live your area comps.
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