Trailwood Townhomes in Port Orange, FL

Established 1988 · Intracoastal West · ZIP 32224

An affordable townhome community in Port Orange with an all-in HOA covering the pool, insurance, and exterior, on Oak Trail Run.

TownhomesAll-in HOAAffordable Port Orange

Live Market Pulse

50/100
Momentum

Buyer-Leaning Market (limited data)

Tight supply keeps sellers in control, but dated interiors still trade at a discount, so condition is where buyers win.

Free · No obligation

Unlock Off-Market Trailwood

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

$171K

Median Price

0mo

Supply

n/a

Avg DOM

Soft

Seller Leverage

$132/sf

Median $/Sqft

+10%

1-Yr Price Change

0now

Distress

Jon's Current Read

"Trailwood Townhomes is an affordable, low-maintenance townhome community in Port Orange, and the read is value with a comprehensive HOA. The monthly fee bundles a lot, grounds and building maintenance, the community pool, property insurance, trash, and pest control, which keeps owner upkeep light and the all-in cost predictable at an entry price point. The trade is the townhome model: the purchase is about the association's health and the specific unit's condition, not a single-family yard or a resort amenity package."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Trailwood Townhomes market snapshot (as of June 25, 2026): the median sale price is about $171K ($132 per sq ft), a buyer-leaning market (limited data). Values are up 10% over the past year, based on 6 recent closings in live Daytona-area MLS data.

Trailwood Townhomes is a townhome community in Port Orange, Volusia County, centered on Oak Trail Run in the 32127 area. It is an affordable, low-maintenance community rather than a single-family subdivision or a luxury complex.

The community's defining feature is a comprehensive homeowners association. The fee (reported around $308 per month) covers grounds maintenance, building maintenance, the community roads, the community pool, property insurance, trash removal, pest control, and recreation facilities, which bundles much of an owner's housing cost into one predictable payment.

Homes are townhomes that trade at an accessible price point (recent sales reported in the range of roughly $180,000). The community is pet-friendly within limits on number and size, and sits convenient to the Port Orange shopping corridors, schools, and the beach.

Because Trailwood is a townhome community, the purchase is about the association and the unit: the monthly fee and exactly what it covers, the reserve picture, the rental rules, and the specific townhome's condition, rather than a single-family lot.

Quick Match

Who Trailwood is best for.

Best for

First-time buyers and right-sizers who want an affordable, low-maintenance townhome
Buyers who value an all-in HOA that bundles the pool, insurance, and exterior
Investors comfortable with townhome association rules and the rental market

Probably not for

Buyers who want a single-family home with a private yard
Anyone seeking new construction, a gate, or luxury amenities
Buyers who prefer a low monthly fee over bundled services

Market Pulse

How Trailwood is performing right now

50/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

57Median days on marketdays

0 : 0Under contract vs for salestrong demand

6Sold in last 12 monthsliquidity

+127%Median price since 2012appreciation

+0%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 25, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Trailwood listings and the trailing twelve months of closed sales.

Where prices are going$132K2026 YTD

Median sale price by year. Tap a label to compare Springwood Square or Port Orange. The 1-year price change is the median sold price over the most recent year versus the prior year, the same measure most listing sites and local Realtor reports use. It reflects the mix of homes that sold, not the change in any single home's value, which is why median price per square foot is shown alongside it to adjust for home size. In thinly traded neighborhoods, where a sale or two can swing the median, we lead with the mix-resistant price-per-square-foot trend instead.

Price per square foot$982026 YTD

Median $/sqft by year. 2026 is year to date.

Supply and demand now0 : 0active : pending

For sale0

Pending0

Sold 12mo6

Active and pending listings now vs homes sold in the last 12 months.

8.6A- score

Momentum intelligence

Momentum buy score

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

Homes For Sale Right Now in Trailwood

Live MLS inventory for Trailwood Townhomes. 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.

2910 Oak Trail Run home for sale in Trailwood Townhomes

Sold

$209,000

3 bd · 2 ba · 1,367 sqft · built 2020

2910 Oak Trail Run, Port Orange, 32127

Listed by Flat Fee MLS Realty

3960 Willow Trail #11 home for sale in Trailwood Townhomes

Sold

$191,000

2 bd · 2.5 ba · 1,360 sqft · built 1984

3960 Willow Trail #11, Port Orange, 32127

Listed by Watson Realty Corp

3960 Oak Trail Run #1904 home for sale in Trailwood Townhomes

Sold

$171,900

2 bd · 2.5 ba · 1,263 sqft · built 1990

3960 Oak Trail Run #1904, Port Orange, 32127

Listed by Realty Pros Assured

3960 Oak Trail Run #2202 home for sale in Trailwood Townhomes

Sold

$170,000

2 bd · 2.5 ba · 1,367 sqft · built 1989

3960 Oak Trail Run #2202, Port Orange, 32127

Listed by Adams, Cameron & Co., Realtors

3960 Oak Trail Run #2101 home for sale in Trailwood Townhomes

Sold

$168,000

2 bd · 2.5 ba · 1,312 sqft · built 1989

3960 Oak Trail Run #2101, Port Orange, 32127

Listed by RE/MAX Signature

3960 Willow Trail Run #27 home for sale in Trailwood Townhomes

Sold

$155,000

2 bd · 2.5 ba · 1,380 sqft · built 1983

3960 Willow Trail Run #27, Port Orange, 32127

Listed by Simply Real Estate

No homes are actively for sale in Trailwood right now, so its recent closed sales are shown, as of 2026-06-25, priced high to low. © 2026 Daytona Beach Area Association of REALTORS®, Inc.. Tap any home to ask about it.

Interactive Map

Trailwood 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.

Nearby & Commute

How far is everything?

The takeaway

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

Drive times from Trailwood. They are approximate and vary with traffic and your exact start point.

Dunlawton Avenue shopping~5 to 10 min · groceries, dining, and services

Interstate 95~10 min · west via Dunlawton Ave

Daytona Beach Shores beach~10 to 15 min · east over the Dunlawton bridge

Pavilion at Port Orange~5 to 10 min · shopping and dining hub

AdventHealth / medical offices~10 to 15 min · area hospitals and clinics

Daytona Beach International Airport~15 to 20 min · via Clyde Morris or I-95

New Smyrna Beach~20 to 25 min · south via US-1

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 Trailwood Townhomes in Port Orange, FL with Momentum Realty’s local guides.

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Powers Homes for Sale in Port Orange, FLPort Orange, FL · 0.3 mi

Spruce Creek Estates Homes for Sale in Port Orange, FLPort Orange, FL · 0.4 mi

RiverwoodPlantation Homes for Sale in Port Orange, FLPort Orange, FL · 0.5 mi

The Woods Homes for Sale in Port Orange, FLPort Orange, FL · 0.5 mi

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Trailwoods Condo in Port Orange, FLPort Orange, FL · 0.6 mi

Pinnacle Park Homes for Sale in Port Orange, FLPort Orange, FL · 0.6 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

Trailwood (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

Trailwood 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 Trailwood address.

The takeaway

What is actually relevant to Trailwood Townhomes buyers, sourced and dated. We do not publish rumor.

Recent Developments in Trailwood Townhomes

Development Intelligence

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

Net OutlookBullishTrailwood is an established, built-out townhome community, so activity is resale and rental. Its affordability and the all-in HOA keep it in steady demand among first-time buyers, right-sizers, and investors.

Comprehensive, all-in HOA

BullishA fee that bundles building maintenance, insurance, the pool, trash, and pest control makes the all-in cost predictable and keeps owner upkeep light, supporting demand at the entry price point. impact

SignificanceRadius: Community-wide

Comprehensive, all-in HOA

Townhome ownership model

NeutralAs a townhome community, the HOA fee, reserves, and rental rules shape the all-in cost and the financing and resale picture more than a single-family comparison would. impact

SignificanceRadius: Community-wide

Townhome ownership model

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 Trailwood Townhomes, 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 ↓

2026
Community
Trailwood Townhomes profile and fees
Trailwood Townhomes is a Port Orange townhome community on Oak Trail Run with a comprehensive HOA (reported around $308 per month) covering grounds and building maintenance, community roads, the pool, property insurance, trash, pest control, and recreation, with recent townhome sales reported around $180,000 (HOA and brokerage listing sources, 2026). Why it matters: The all-in fee is the draw and the diligence; confirm the current figure, exactly what it covers, the reserves, and the rental rules, and price the unit on its condition. Source

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.

The Strategy

The Trailwood buying strategy.

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

Confirm the HOA fee and exactly what it covers. Get the current monthly figure and the inclusions (building maintenance, insurance, pool, trash, pest), plus any planned assessments, before you write.

Review the reserves and assessment history. For any townhome association, ask how reserves are funded and whether assessments are planned, especially since the fee covers building maintenance.

Confirm the rental and pet rules in writing. Verify the minimum lease term, any cap on rentals, and the pet number and size limits, since they affect financing, lifestyle, and resale.

Inspect the specific unit. Check the HVAC and water heater ages, the interior condition, and the shared-wall situation; the association handles the exterior and roof, so confirm that.

Verify the zoned schools by address. Port Orange is served by Volusia County Schools; confirm the current zoned schools with the district locator.

The Quick Decision

Best Buy

An updated townhome in a community whose fee inclusions, reserves, and rental rules you have confirmed, at an all-in monthly you have run.

Biggest Risk

Underfunded reserves or an assessment despite the comprehensive fee, plus financing constraints for attached homes; price both in.

Best Lot

End units and those with the best exposure or proximity to the pool carry a modest premium; interior units are the value.

Smart Timing

Trailwood is an affordable, low-maintenance option that stays active with first-time buyers and investors; price the unit on its condition and the association's health.

Deep-Dive Intelligence

The full read, only if you want it.

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

Trailwood Townhomes is an affordable, low-maintenance townhome community in Port Orange, Volusia County (ZIP 32127), on Oak Trail Run. Its defining feature is a comprehensive HOA (reported around $308 per month) that bundles grounds and building maintenance, community roads, the community pool, property insurance, trash, pest control, and recreation facilities into one predictable payment. Homes are townhomes at an accessible price point (recent sales reported around $180,000), and the community is pet-friendly within limits. There is no gate or luxury amenity set; the appeal is affordability, low maintenance, and a convenient Port Orange location.

Trailwood Homes For Sale

What your money buys in Trailwood.

The takeaway

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

Here are the broad resale bands in Trailwood today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

Entry: original-condition units

$155K to $170K

Townhomes in original condition, the most affordable entry (recent sales reported around $180,000; brokerage data, 2026). The value play for buyers willing to update; confirm the HOA inclusions and reserves first.

Lowest entry

Mid: updated townhomes

$170K to $191K

Move-in townhomes with updates, the core of the community. Condition and exposure separate these; verify the reserve and assessment picture before pricing the upgrade.

Most inventory

High: updated end units

$191K to $209K

Updated end units or those with the best exposure or pool proximity set the community's ceiling. Position and condition drive the modest premium.

Strongest resale

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

See Off-Market & Private Listings

What Your Money Buys

What ~$171K buys here.

Three realistic price bands. Where a home lands comes down to condition and lot, not square footage alone.

$155K to $170K

Entry: original-condition units

$170K to $191K

Mid: updated townhomes

Move-in townhomes with updates, the core of the community. Condition and exposure separate these; verify the reserve and assessment picture before pricing the upgrade.

$191K to $209K

High: updated end units

Updated end units or those with the best exposure or pool proximity set the community's ceiling. Position and condition drive the modest premium.

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

Operator Intelligence

Renovation & Resale Intelligence

The factors that actually move value in Trailwood, condition, lot, and the renovation math, read from current listings and recent sales.

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

Proprietary Data

The renovation premium.

Renovated-listing inventory in Trailwood is too thin right now to compute a reliable renovation premium. We read condition home by home against real comps before you offer.

Lot Value

The lot premium.

On a preferred homesite (water, preserve, corner, or a larger lot), the homesite is the part of your money the market gives back at resale. The house can be renovated; the lot cannot, so premium lots hold their value better than interior ones. How much more they command varies by frontage, view, and condition, which is why we read it home by home against real comparable sales rather than a single headline figure.

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.

Resale Strength Scorecard

How well Trailwood holds value.

Our read on the factors that protect resale here, and the one to manage.

No CDD on the tax billStrong

Central Intracoastal West locationStrong

Scarce golf and lake homesitesStrong

$30M club reinvestment to 2028Positive

All-resale 1990s conditionManage it

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

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 Trailwood

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.

Calling the listing agent

The agent on the sign works for the seller. In a market where condition swings price by hundreds of thousands, negotiating against that agent with no one in your corner is the costliest move of all.

Misjudging the renovation math

A dated home looks like a deal until you price the roof, HVAC, pool, and full modernization honestly. Underbudget the reno and the bargain becomes the expensive house.

Overpaying for an interior lot

A premium homesite (water, preserve, or a preferred position) carries a real, durable premium. Pay a top price for an interior lot and you are buying the weakest version of the value.

Underbudgeting the carrying costs

Two similar homes can cost very differently to own once the HOA, any CDD, insurance, and upkeep are priced in. Buyers who do not run the full monthly carrying cost misread the real number.

Skipping the systems check

An older home means older systems unless updated. Roof age, HVAC age, pool equipment, and prior renovations drive both price and insurability, and a thorough inspection matters more here than in a new build.

“

Trailwood sells predictable, low-maintenance townhome living: one HOA fee that bundles the pool, insurance, and exterior at an affordable Port Orange price. The value is real; the purchase is the association's health and the specific unit, not a single-family yard.

Jon Brooks · Founder, Momentum Realty

Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the five factors that decide how a home here buys, holds, and resells.

6.6B · Buy Score

Resale Strength6.4/10

Renovation Risk6.0/10

Location Efficiency7.6/10

Long-Term Defensibility6.0/10

Carrying Cost Advantage7.2/10

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.

Momentum Housing Intelligence

Why our read on Trailwood 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.

About the analyst · Our methodology

Which Lots & Views Hold Value Best

Proprietary Data · Lot Value Map

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

End units and the best pool-adjacent exposures carry a modest premium.
Interior units are the value play.
The association's reserves and rules affect every unit; confirm them first.

In Trailwood Townhomes, value sorts by unit condition and position rather than lot, since these are attached townhomes with a comprehensive association. End units and those with the best exposure or pool proximity carry a modest premium, while interior units are the value play. Because the HOA bundles building maintenance and insurance, the association's reserve health and rental rules affect every unit's true cost and resale path, so confirm those first, then price the specific townhome on its interior condition against the closest comparable sale.

The 15-Second Verdict

Trailwood in 15 seconds.

Best forFirst-time buyers, right-sizers, and investors who want an affordable, low-maintenance townhome with an all-in HOA.

Strong onAffordability, a comprehensive fee that bundles building maintenance, insurance, and the pool, and a convenient Port Orange location.

WatchThe HOA fee level, reserves, and rental rules, plus the specific unit's interior condition and shared walls.

Not forBuyers who want a single-family yard, new construction, a gate, or a low monthly fee over bundled services.

The edgeAn all-in HOA that bundles insurance and exterior upkeep makes the true monthly predictable at an entry price.

HOA, CDD & Fees

15-Second Take

The fee is comprehensive: building maintenance, insurance, pool, trash, and pest are bundled in.
That makes the all-in monthly predictable but the fee higher; price it as part of the cost.
Confirm reserves and rental rules, as with any attached-home association.

Trailwood Townhomes carries a comprehensive monthly HOA fee, reported around $308, that covers grounds maintenance, building maintenance, the community roads, the community pool, property insurance, trash removal, pest control, and recreation facilities. Confirm the current figure, exactly what it covers, the reserve picture, and any planned assessments with the association before you buy.

Grounds and building (exterior) maintenance, community roads, the pool, property insurance, trash, pest control, and recreation facilities, plus reserves; confirm the current breakdown and whether the roof is association-covered. The unit interior is the owner's responsibility.

There is no golf or luxury club; the amenity is the community pool and recreation facilities. Recreation otherwise comes from Port Orange city parks and the nearby retail corridors.

Run Your Numbers

Tools for a Trailwood buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxVolusia County millage and the homestead picture.Rent vs buyThe breakeven on owning in Trailwood.Save Our HomesProject your homestead tax cap over time.

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.

Selling in Trailwood

Thinking of selling in Trailwood Townhomes?

Your buyer is shopping affordable, low-maintenance Port Orange townhomes, and many are first-timers or investors. Sell what is specific: the unit's updates, the all-in HOA and what it covers, and the convenient location.

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 Trailwood, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Springwood Square, 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 Trailwood home worth?

Get a no-obligation home value based on real comparable sales in Trailwood 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.

See homes for sale in Trailwood Townhomes on the map →

Real comps, not a Zestimate.

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.

$1,789/mo

Volusia County typical true cost to own

$151/mo

Volusia County typical home insurance

Check CDD

Confirm 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.

Trailwood Market Scorecard

Buyer-Leaning Market (limited data)

Trailwood is currently a buyer-leaning market (limited data). Limited supply, a median asking price of n/a.

n/a

Months supply

n/a

Median list

$170,950

Median sold

$132

Per sqft

n/a

Days on mkt

0/0/6

Active/Pend/Sold

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

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Frequently Asked Questions

Where is Trailwood Townhomes?

It is a townhome community on Oak Trail Run in Port Orange, Volusia County (ZIP 32127), convenient to the Dunlawton shopping corridor, Interstate 95, and the beach over the Dunlawton bridge.

What does the Trailwood HOA fee cover?

The fee (reported around $308 per month) covers grounds and building maintenance, the community roads, the community pool, property insurance, trash removal, pest control, and recreation facilities. Confirm the current figure and inclusions with the association.

How much do Trailwood townhomes cost?

It is an affordable community, with recent townhome sales reported around $180,000 (brokerage data, 2026). Confirm current pricing for the specific unit with up-to-date comps.

Is Trailwood pet-friendly?

Yes, within limits. The association allows pets with restrictions on the number and size; dogs and cats are permitted. Confirm the current pet rules with the association.

Can I rent out a Trailwood townhome?

Rental rules are set by the association. Verify the minimum lease term and any cap on rentals in writing, since they affect financing, lifestyle, and resale (and matter for investors).

What schools serve Trailwood Townhomes?

The community is served by Volusia County Schools, with assignments set by address. Verify the current zoned schools with the district's locator.

Is Trailwood gated or does it have luxury amenities?

No. It is an affordable townhome community whose amenity is the community pool and recreation facilities, rather than a gate or luxury campus.

Why is the HOA fee relatively high?

Because it is comprehensive: it bundles building (exterior) maintenance, property insurance, the pool, trash, and pest control, which would otherwise be separate owner costs. Price the all-in monthly rather than just the fee.

Is it a good option for first-time buyers?

Yes. The affordable price, low maintenance, and predictable all-in cost make it a practical entry into Port Orange for first-time buyers and right-sizers.

What should I verify before buying?

Confirm the current HOA fee and inclusions (including whether the roof is covered), the reserve and assessment picture, the rental and pet rules, and the specific unit's interior condition and systems.

Is it a good investment property?

It can be, given the affordability and rental demand, but verify the association's rental rules and any cap first, plus the reserves, since those govern the cost and whether you can rent.

Is Trailwood Townhomes a good value?

For buyers who want affordable, low-maintenance townhome living with a predictable all-in cost, yes. The decision turns on the association's health and the specific unit, so verify the fee, reserves, rules, and condition before deciding.

Who is the best real estate agent for Trailwood Townhomes Real Estate?

The best agent for Trailwood Townhomes Real Estate is one who actively works Port Orange and knows the community's pricing, HOA and CDD details, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Trailwood Townhomes Real Estate.

How do I find a top Port Orange real estate agent who knows Trailwood Townhomes Real Estate?

Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Trailwood Townhomes Real Estate and the wider Port Orange area.

Can Momentum Realty connect me with an agent for Trailwood Townhomes Real Estate?

Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Trailwood Townhomes Real Estate purchase or sale - no call center and no pressure.

The Verdict

Should you buy in Trailwood?

An honest fit check. We will tell you when it is not your community.

You want an affordable, low-maintenance townhome with an all-in HOAExcellent fit

You value bundled building maintenance, insurance, and a community poolExcellent fit

You are an investor or first-time buyer comfortable with townhome rulesExcellent fit

You want a single-family home with a private yardProbably not

You want new construction, a gate, or luxury amenitiesProbably not

You prefer a low monthly fee over bundled servicesProbably not

Get the inside read on Trailwood

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Trailwood home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

You are all set.

A Momentum Realty Trailwood specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Trailwood Townhomes - what to look for, questions to ask, and your local expert.

Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. © 2026 Daytona Beach Area Association of REALTORS®, Inc. Information deemed reliable but not guaranteed.

Trailwood Townhomes in Port Orange, FL

The 60-Second Overview

Who Trailwood is best for.

Best for

Probably not for

How Trailwood is performing right now

Homes For Sale Right Now in Trailwood

Trailwood on the map.

How far is everything?

Nearby Communities

Schools

Recent Developments in Trailwood Townhomes

Comprehensive, all-in HOA

Townhome ownership model

Trailwood Townhomes profile and fees

The Trailwood buying strategy.

The full read, only if you want it.

What your money buys in Trailwood.

What ~$171K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Trailwood holds value.

5 Mistakes Buyers Make in Trailwood

Calling the listing agent

Misjudging the renovation math

Overpaying for an interior lot

Underbudgeting the carrying costs

Skipping the systems check

Momentum Buy Score.

Why our read on Trailwood is different.

Which Lots & Views Hold Value Best

Trailwood in 15 seconds.

HOA, CDD & Fees

Tools for a Trailwood buy.

Thinking of selling in Trailwood Townhomes?

In Trailwood, condition and view decide your number

What is your Trailwood home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Trailwood Market Scorecard

Frequently Asked Questions

Should you buy in Trailwood?

Get the inside read on Trailwood

You are all set.

Need to sell fast in Duval County?

You just read the data. Now see what your home is worth.

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