Sleepy Hollow in Port Orange

Sleepy Hollow

Established single-family neighborhood · off Nova Road near Spruce Creek · ZIP 32127

Port Orange's established single-family neighborhood off Nova Road near Spruce Creek.

No CDDVoluntary HOAPool & tennis
Live Market Pulse
64/100
Momentum
Balanced Market (limited data)
Stock is late-1970s ranch, so condition, updates, and the FEMA flood read decide where a home trades; comp original to original and renovated to renovated.
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Unlock Off-Market Sleepy Hollow

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive DBAAR data14 years of closingsLocal renovation analysisUpdated twice daily
LiveMarket PulseDBAAR
$351K
Median Price
1.2mo
Supply
6days
Avg DOM
Balanced
Seller Leverage
$167/sf
Median $/Sqft
-6%
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Sleepy Hollow is an established Port Orange resale market of late-1970s single-family ranch homes, so the read is condition-and-carrying-cost: updates and the FEMA flood designation near Spruce Creek set the number far more than any headline figure. The homeowners association is described in recent listings as voluntary, funding an optional community pool and tennis rather than a mandatory amenity package, and no CDD is expected, which keeps the carrying cost attractive. Your leverage is the renovation and insurance math on the specific home."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Sleepy Hollow is an established, non-gated single-family neighborhood in Port Orange, Volusia County, off Nova Road south of Dunlawton Avenue and near Spruce Creek, in the 32127 ZIP. Most homes are late-1970s ranch houses, built around 1977 to 1978, commonly three to four bedrooms in roughly the 1,250-to-1,900-square-foot range, on conventional lots.

The neighborhood is built out, so nearly every purchase is a resale of an older home, with a wide range of update levels from largely original to fully renovated. No CDD is expected here, and the homeowners association is described in recent third-party listings as voluntary, reported at about $300 a year, funding access to a community pool, clubhouse, and tennis courts for members.

The location and the optional amenities are a backdrop. The money is made or lost on the condition of a 1970s home, the cost to update it, and an honest FEMA flood read for the specific address near Spruce Creek.

The streets are themed for Washington Irving's tale, with names like Ichabod Court and Tarry Town Trail, lending the established, tree-lined neighborhood its identity off Nova Road.

Best for

  • Buyers who want an established, attainable Port Orange single-family home
  • Those who value an optional, low-cost community pool and tennis
  • Buyers comfortable budgeting updates on a late-1970s ranch
  • Buyers who value a no-CDD carrying cost near Dunlawton and the beaches

Probably not for

  • Buyers who want new construction with a builder warranty
  • Those who want a gated address or an on-site golf course
  • Buyers who want a mandatory, fully funded amenity package
  • Anyone unwilling to budget updates and a careful flood read on an older home

How Sleepy Hollow is performing right now

64/100
momentum
Balanced Market (limited data)
Seller's marketBalancedBuyer's market
1.2Months of supplytight
6Median days on marketdays
1 : 1Under contract vs for salestrong demand
10Sold in last 12 monthsliquidity
+127%Median price since 2012appreciation
+26%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from DBAAR, as of June 10, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Sleepy Hollow listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Sleepy Hollow buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Sleepy Hollow

Live MLS inventory for Sleepy Hollow. 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 listings as of 2026-06-10, priced high to low. © 2026 Daytona Beach Area Association of REALTORS®, Inc.. Tap any home to ask about it.

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.

The takeaway

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

Dunlawton Avenue retail~5-8 min · ~2 miles
Interstate 95~8-10 min · ~4 miles
Port Orange beaches (Dunlawton bridge)~12-15 min · ~6 miles
Daytona Beach~18-20 min · ~9 miles
Daytona Int'l Airport (DAB)~18-20 min · ~9 miles
New Smyrna Beach~20-25 min · ~12 miles

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 with Momentum Realty’s local guides.

Summer TreesPort Orange · 0.6 miSabal CreekPort Orange · 1.3 miAshton LakesPort Orange · 1.4 miCountrysidePort Orange · 1.4 miSterling ChasePort Orange · 1.7 miWaters EdgePort Orange · 2.5 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr
Sleepy Hollow (no CDD)$0/yr

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

15-Second Take
  • 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.

The takeaway

What is actually moving near Sleepy Hollow, sourced and dated. We do not publish rumor, and where we do not have a dated third-party item, we say so.

Recent Developments in Sleepy Hollow

Our read on what is being built around Sleepy Hollow, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishThe neighborhood is established and built out, so there is little new competing supply; the near-term variables for buyers are insurance and flood-mapping near Spruce Creek and the broader Port Orange resale market, rather than any on-site development.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Sleepy Hollow, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

    Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

    If we were buying in Sleepy Hollow, this is the order of operations we would run, and the one we run for our clients.

    1

    Pull the FEMA flood zone first. The neighborhood is near Spruce Creek and designation varies by parcel; read the zone and a bindable insurance quote for the exact address.

    2

    Read the renovation math. Price the roof, HVAC, electrical, and finishes honestly on a late-1970s home before you judge any list price.

    3

    Confirm the voluntary fee. Recent listings describe the association as optional at about $300/year; verify the current status and exactly what membership includes.

    4

    Comp to the same condition. Match original to original and renovated to renovated; the update level, not square footage alone, sets the number.

    5

    Cross-shop the established peers, including Countryside, before you decide.

    Best Buy
    An updated ranch with a newer roof and systems, comped to recent updated sales
    Biggest Risk
    Underbudgeting updates or insurance, and skipping the FEMA flood read near Spruce Creek
    Best Lot
    Quiet interior streets and renovated homes hold value over dated originals
    Smart Timing
    Confirm the voluntary-fee status and pull the flood zone before you write
    The takeaway

    On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

    Community Details at a Glance

    The Homes

    Type

    Established single-family ranch homes

    Built

    Mostly late 1970s (around 1977-1978)

    Size

    Roughly 1,250 to 1,900 SF, 3-4 bed

    Status

    Built out; resale, often updated or renovated

    Costs & Fees

    HOA

    Voluntary, reported about $300/year (optional)

    CDD

    None expected (confirm per parcel)

    Includes

    Community pool, clubhouse, tennis for members

    Amenities

    Pool

    Community pool (membership-funded)

    Tennis

    Community tennis courts

    Clubhouse

    Community clubhouse

    Setting

    Mature, tree-lined streets near Spruce Creek

    Location

    Area

    Off Nova Road, south of Dunlawton, Port Orange 32127

    Shopping

    Minutes to Dunlawton Avenue retail and dining

    Nearby

    Spruce Creek, I-95, the Atlantic beaches

    The Homes & Lots

    Sleepy Hollow is established single-family. The stock is predominantly late-1970s ranch construction, commonly three to four bedrooms in the 1,250-to-1,900-square-foot range, on conventional lots with mature landscaping. Because the homes are nearly fifty years old, you will see a wide range of update levels, from largely original interiors to fully renovated kitchens, baths, roofs, and systems.

    That range is exactly where value is won or lost. A dated original ranch and a renovated one can list within striking distance of each other yet represent very different true costs once you price the modernization honestly. Roof age, HVAC, electrical, and any prior permits matter as much as the cosmetic finish, and they drive both the price and the insurability of an older home. The lot and the street are the part of your money the market gives back at resale, so read them alongside the house.

    Want first look at updated and renovated homes in Sleepy Hollow, including listings not yet on the portals?
    Find Updated Homes →
    More on Living in Sleepy Hollow

    The pitch is established, attainable Port Orange minutes from the practical stuff. From the neighborhood you are a short drive to Dunlawton Avenue shopping and dining, I-95, and the beaches over the bridge. Here are the questions buyers ask most.

    Is there an HOA?

    There is a voluntary homeowners association, reported at about $300 a year, that funds a community pool, clubhouse, and tennis courts. Recent listings describe it as optional; confirm the current status and what membership includes before you rely on it.

    Is there a CDD fee?

    No CDD is expected here, a carrying-cost advantage over newer master plans. Confirm per parcel on the Volusia County tax bill as a matter of course.

    What kind of homes are these?

    Established late-1970s single-family ranch homes, commonly three to four bedrooms in the 1,250-to-1,900-square-foot range. Expect a wide range of update levels; condition is the biggest swing in value.

    What about flooding?

    The neighborhood sits near Spruce Creek, so flood risk varies by parcel. Pull the FEMA flood zone for the specific address and a bindable insurance quote during diligence.

    What to Check Before You Offer
    • The FEMA flood zone — pull it for the exact address and get a bindable insurance quote.
    • Roof and systems age — roof, HVAC, electrical, and plumbing on a late-1970s home.
    • The voluntary fee — current status, amount, and exactly what membership includes.
    • Renovation math — the honest cost to bring a dated ranch to today’s standard.
    • Permit history — whether prior updates were permitted and closed out.
    • Insurability — roof age and wind mitigation drive the premium on an older home.
    • True comparable sales — closed homes at the same condition and update level.
    • School zoning — confirm the exact assignment by address with the district.
    Jon Brooks · Co-Founder, Momentum Realty

    Sleepy Hollow is a condition-and-flood game played at an attainable price. The location and the optional amenities are a backdrop, so the money is made or lost on the updates a 1970s home needs and an honest read of where it sits on the FEMA map, not the headline number.

    Our job is to read the renovation and insurance math honestly, confirm the voluntary-fee details, pull the true comparable sales by condition, and structure an offer that protects you. The listing agent works for the seller; on an older home, having your own representation is the highest-leverage decision you make.

    Sleepy Hollow vs. Comparable Neighborhoods

    Sleepy Hollow sits in the attainable, established tier of the Port Orange single-family market. The honest comparison is against the other established and amenity neighborhoods nearby, each with a different trade-off on price, structure, and feel.

    CommunityThe trade-off
    CountrysideAnother established Port Orange single-family neighborhood with a mix of sections and amenities, often a close cross-shop on price and feel.
    Summer TreesAn amenity-served Port Orange community with its own recreation, a different lifestyle and fee structure.
    Cypress HeadA gated golf community for buyers who want a course and a mandatory amenity package at a higher carrying cost.
    Waters EdgeA newer master-planned community for buyers who want newer construction and a fuller amenity build, with a CDD to weigh.

    The honest verdict: if you want an established, attainable Port Orange single-family home with optional amenities and a no-CDD carrying cost, Sleepy Hollow is a practical pick. If you want newer construction, a gated golf address, or a fully funded amenity package, the peers above are the right field to shop against, and we will help you weigh them by total cost of ownership, not list price.

    Want a side-by-side on Sleepy Hollow vs. its peers by all-in monthly cost and resale strength?
    Compare Communities →
    The Honest Trade-offs

    Pros

    • Established, attainable Port Orange single-family at an entry price point.
    • Voluntary, low-cost access to a community pool, clubhouse, and tennis.
    • No CDD expected, a real carrying-cost edge over newer master plans.
    • Central location minutes from Dunlawton retail, I-95, and the beaches.
    • Mature, tree-lined streets with a quiet, settled feel.
    • Renovation upside on 1970s homes for buyers willing to update.

    Cons

    • Late-1970s stock means roofs, systems, and finishes often need updating.
    • Flood designation varies by parcel near Spruce Creek; price it per address.
    • Amenities are optional, not a mandatory, fully funded package.
    • No gate and no on-site golf for buyers who want those.
    • Insurance on an older home depends heavily on roof age and mitigation.
    • Condition spread means pricing to a neighborhood average misleads.
    The takeaway

    Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

    Entry: original or dated ranches
    $256K to $350K

    Largely original late-1970s ranch homes needing cosmetic-to-moderate updates, reported around the $260,000s to low $300,000s in recent third-party data (neighborhoods.com, 2026). The renovation route in; price the roof, systems, and flood read before you write.

    Lowest entry
    Mid: updated core homes
    $350K to $370K

    Move-in-ready, updated single-family homes around the reported neighborhood median (roughly the high $350,000s; neighborhoods.com, 2026). The heart of the resale market, where condition and updates separate homes more than floor plan does.

    Most inventory
    High: larger or fully renovated homes
    $370K to $390K

    The larger floor plans or fully renovated homes on the best lots, reported up to about $405,000 in recent closings (neighborhoods.com, 2026). Price each on its updates, lot, and flood designation.

    Strongest resale

    Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

    $256K to $350K
    Entry: original or dated ranches
    Largely original late-1970s ranch homes needing cosmetic-to-moderate updates, reported around the $260,000s to low $300,000s in recent third-party data (neighborhoods.com, 2026). The renovation route in; price the roof, systems, and flood read before you write.
    $350K to $370K
    Mid: updated core homes
    Move-in-ready, updated single-family homes around the reported neighborhood median (roughly the high $350,000s; neighborhoods.com, 2026). The heart of the resale market, where condition and updates separate homes more than floor plan does.
    $370K to $390K
    High: larger or fully renovated homes
    The larger floor plans or fully renovated homes on the best lots, reported up to about $405,000 in recent closings (neighborhoods.com, 2026). Price each on its updates, lot, and flood designation.

    Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

    15-Second Take
    • Renovation math decides the deal
    • Better lots and views resell strongest
    • Roof and HVAC age drive the insurance quote
    • Interior lots are where buyers overpay
    Asking price per square foot
    Renovated$211
    Original$209
    Median days on market
    Renovated6
    Original27

    From current Sleepy Hollow listings (renovated 1, original 1); condition inferred from listing descriptions, asking not closed figures. The exact number depends on a specific home's updates, lot, and view, which is the read we do before you offer.

    Jon Brooks, Momentum Realty
    Operator Note

    The trap here is a beautifully staged original-condition home. Staging is cheap; a roof, HVAC, and a full modernization are not. We price the real renovation before you fall for the listing photos, because in an all-resale market that number is the difference between a deal and the most expensive house on the street.

    Jon Brooks, Momentum Realty
    Operator Note

    Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

    No CDD on the tax billStrong
    Attainable, established Port Orange locationStrong
    Optional low-cost pool and tennisPositive
    Late-1970s stock needs updatesManage it
    Flood designation varies near Spruce CreekVerify per parcel

    Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

    Jon Brooks, Momentum Realty
    Operator Note

    The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

    5 Mistakes Buyers Make in Sleepy Hollow

    15-Second Take
    • Calling the listing agent (who works for the seller)
    • Misjudging the renovation budget
    • Overpaying for an interior lot
    • Underbudgeting the carrying costs
    • Skipping the roof, HVAC, and systems check

    The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

    The location and the optional amenities are a backdrop on every Sleepy Hollow listing. The deal is won or lost on condition, the renovation math, and the FEMA flood read.

    Jon Brooks · Founder, Momentum Realty
    7.1B · Buy Score
    Resale Strength7.3/10
    Renovation Risk5.8/10
    Location Efficiency7.8/10
    Long-Term Defensibility7.0/10
    Carrying Cost Advantage8.0/10

    Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

    Why our read on Sleepy Hollow is different.

    Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live DBAAR feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

    Live DBAAR feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates
    Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

    Which Lots & Views Hold Value Best

    Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

    Value ($/sqft)
    $261 value$401 premium
    Lake / waterPreserveInterior

    Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from DBAAR; for orientation, not an appraisal.

    15-Second Take
    • Condition is the biggest driver after location here
    • Renovated homes with newer roofs and systems hold value best
    • Quiet interior streets read better than busier edges
    • The FEMA flood designation varies by parcel near Spruce Creek
    • Comp original to original and renovated to renovated

    In an established ranch neighborhood, condition and the lot are the biggest drivers of price after location. The house can be renovated, but the lot, the street, and the FEMA flood designation cannot. Renovated homes with newer roofs and systems on quiet interior streets resell faster and stronger than dated originals or homes on busier edges. Because the flood read near Spruce Creek varies by parcel, read the lot and the zone first, then price the condition of the home against it, and comp like-for-like on the update level.

    Sleepy Hollow in 15 seconds.

    Best forBuyers who want an established, attainable Port Orange single-family home and will budget updates.
    Strong onCarrying cost and location: no CDD, an optional low-cost pool and tennis, and minutes to Dunlawton, I-95, and the beaches.
    WatchThe FEMA flood read near Spruce Creek and the update math on a late-1970s home.
    Not forBuyers who want new construction, a gated address, or a mandatory, fully funded amenity package.
    The edgeRenovation upside on a 1970s ranch you can make your own at an entry price point.

    HOA, CDD & Fees

    15-Second Take
    • The association is described as voluntary, reported ~$300/year
    • Membership funds an optional pool, clubhouse, and tennis
    • No CDD expected, a carrying-cost edge
    • Pull the FEMA flood zone near Spruce Creek per parcel
    • Budget a renovation reserve for a 1970s home

    The carrying cost here is refreshingly simple, with one line that needs a careful question.

    1) The homeowners association is voluntary. Recent third-party listings describe the fee as optional and report it at about $300 a year, with membership providing access to a community pool, clubhouse, and tennis courts. Because the association is described as voluntary rather than mandatory, confirm the current status, the exact amount, and precisely what membership includes for the specific home and street before you rely on it.

    2) No CDD. Unlike newer master plans, there is no Community Development District bond expected on the tax bill here, a real carrying-cost edge over comparable new-construction communities. 3) Taxes and insurance are the variables to price. Volusia County millage applies, and because the neighborhood sits near Spruce Creek, the FEMA flood designation and the insurance quote can vary meaningfully from one parcel to the next; price both for the actual address rather than assuming the neighborhood average.

    Confirm the voluntary fee and the flood read before you offer. Two similar-looking ranches can carry very different monthly costs once you factor whether the owner pays for the optional amenities and where the home sits on the FEMA map. That is the read we do for every client before they write here.
    Want the true all-in carrying cost on a specific Sleepy Hollow home, taxes, insurance, and the optional fee included?
    Get Real Carrying Costs →
    The takeaway

    Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

    Momentum listings (YTD)
    97.98%
    Sold-to-list ratio across the Jacksonville metro for our agents, sellers keeping more of their price.
    Market average (YTD)
    96.73%
    The broader metro average sold-to-list ratio over the same period.
    Momentum days on market
    64 days
    Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.
    Market days on market
    72 days
    The broader metro median over the same period.

    Sold-to-list and days-on-market figures reflect Momentum Realty listings versus the Jacksonville metro average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

    In Sleepy Hollow, condition and view decide your number

    Because buyers here are weighing your home against renovated comps and cross-shopping Countryside, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

    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.

    Real comps, not a Zestimate.

    Price History: What Homes Here Have Actually Sold For

    Median sale prices in Sleepy Hollow year by year since 2012, from closed MLS sales. A long track record beats a single estimate, showing what this community has really done through rate cycles rather than what a model predicts.

    Sleepy Hollow Market Scorecard

    Balanced Market (limited data)

    Sleepy Hollow is currently a balanced market (limited data). About 1.2 months of supply, a median asking price of $275,000, and homes go under contract in about 6 days.

    1.2
    Months supply
    $275,000
    Median list
    $351,000
    Median sold
    $167
    Per sqft
    6
    Days on mkt
    1/1/10
    Active/Pend/Sold

    Typical home value in the 32127 ZIP is $351,873, about 8.5% above the Florida norm (Zillow Home Value Index).

    Zoom out for the wider market: ZIP market scorecard · county scorecard.

    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 a gated community?
    No. Sleepy Hollow is an established, non-gated single-family neighborhood in Port Orange off Nova Road.
    Does Sleepy Hollow have an HOA?
    There is a voluntary homeowners association, reported at about $300 per year, that funds a community pool, clubhouse, and tennis courts. Recent listings describe the fee as optional rather than mandatory; confirm the current status and what membership includes before you buy.
    Does Sleepy Hollow have a CDD?
    No CDD is expected here. Confirm per parcel on the Volusia County tax bill as a matter of course.
    What kinds of homes are in Sleepy Hollow?
    Mostly established single-family ranch homes built in the late 1970s, commonly three to four bedrooms and roughly 1,250 to 1,900 square feet, on conventional lots.
    When was Sleepy Hollow built?
    Most homes date to the late 1970s, around 1977 to 1978, per third-party records, so expect an established neighborhood with mature trees and a range of update levels.
    What amenities does Sleepy Hollow have?
    Membership in the voluntary association provides access to a community pool, a clubhouse, and tennis courts. Confirm current amenity access and any membership requirement before you rely on it.
    What schools serve Sleepy Hollow?
    Recent third-party listings show assignments to Sugar Mill Elementary, Silver Sands Middle, and Spruce Creek High in Volusia County Schools. Assignment is by address and changes periodically, so confirm the exact zoning for a specific home with the district.
    Is Sleepy Hollow in a flood zone?
    It sits near Spruce Creek, so flood risk varies by parcel; some homes are mapped in lower-risk zones and others may not be. Pull the FEMA flood zone for the specific address and a bindable insurance quote during diligence before you rely on any single example.
    What is the price range in Sleepy Hollow?
    Recent third-party data show closings roughly in the $260,000s to about $405,000, with a reported median around the high $350,000s (neighborhoods.com, 2026). Condition and updates drive the spread; the right read is the comparable-sales analysis on a specific home.
    How far is Sleepy Hollow from the beach?
    The Atlantic beaches are roughly six miles east over the Dunlawton bridge, about 12 to 15 minutes by car, with Dunlawton Avenue shopping and I-95 closer still.
    Is Sleepy Hollow a good investment?
    Its established Port Orange location, attainable entry, optional amenities, and no-CDD structure support resale. As with any older-home market, condition, updates, and the flood read drive the outcome; this is not a guarantee of future value.
    Should I use the listing agent to buy in Sleepy Hollow?
    No. The listing agent works for the seller. On an older home where condition and the flood read can swing value and carrying cost, having your own representation is the highest-leverage decision you make.
    You want an established, attainable Port Orange single-family homeExcellent fit
    You value an optional, low-cost community pool and tennisExcellent fit
    You are comfortable budgeting updates on a late-1970s ranchExcellent fit
    You value a no-CDD carrying cost near Dunlawton and the beachesExcellent fit
    You will pull the FEMA flood zone and read the insurance honestlyExcellent fit
    You want new construction with a builder warrantyProbably not
    You want a gated address or an on-site golf courseProbably not
    You want a mandatory, fully funded amenity packageProbably not
    You need guaranteed waterfront or boat accessProbably not
    You are unwilling to budget updates and a careful flood readProbably not

    Get the inside read on Sleepy Hollow

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