Trailwoods Condo in Port Orange, FL

Established 1988 · Intracoastal West · ZIP 32224

An inland late-1980s condo community on Oak Trail Run in Port Orange, with a pool, modest dues, and a six-month lease rule.

Inland Port OrangeTwo-story condos with a pool6 month minimum lease

Live Market Pulse

41/100
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 Trailwoods

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

$150K

Median Price

12mo

Supply

138days

Avg DOM

Soft

Seller Leverage

$166/sf

Median $/Sqft

+20%

1-Yr Price Change

0now

Distress

Jon's Current Read

"Trailwoods is an inland late-1980s condo community on Oak Trail Run in Port Orange, and the read is entry-priced, low-maintenance value: two-story buildings with a community pool, in-unit laundry, modest dues that bundle a lot of upkeep, and a six-month lease minimum that keeps it residential. It sits in a well-regarded Port Orange school zone near the Dunlawton corridor. With fairly uniform plans, condition and building drive the price, so comp the unit against the closest same-plan sale and read the reserve plan on a 1989 community."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Trailwoods Condo market snapshot (as of June 25, 2026): the median sale price is about $150K ($166 per sq ft), with homes averaging 138 days on market and 12.0 months of supply, a buyer-leaning market (limited data). Values are up 20% over the past year and up 21% since 2021, based on 3 recent closings in live Daytona-area MLS data.

Trailwoods is an inland condominium community on Oak Trail Run in Port Orange, Volusia County, ZIP 32127, with units addressed along Oak Trail Run (the community references 3960 Oak Trail Run). It is not waterfront; it is a wooded, inland Port Orange setting near the Dunlawton corridor (Apartments.com; Zillow; BEX Realty, 2026).

Built in 1989, it is a community of two-story walk-up buildings. Sources differ on the exact unit count, citing roughly 48 to 73 units, so treat the figure as approximate. Units have in-unit washer and dryer, air conditioning, and a balcony or screened porch with a storage closet (Apartments.com; Zillow, 2026).

Amenities center on a community swimming pool, and the dues fund a broad maintenance set. There is a registered condominium association for the community (Apartments.com; BEX Realty, 2026).

Leasing is residential: the community carries a six-month minimum lease. Confirm the current dues, the lease rule, and the reserve status with the association before you write. Note this is distinct from a separately named Trailwood Townhomes community in Port Orange.

Quick Match

Who Trailwoods is best for.

Best for

Buyers who want an entry-priced, low-maintenance Port Orange condo with a pool
Owner-occupants and long-term landlords who value modest, all-in dues and a six-month lease floor
Buyers who want a well-regarded Port Orange school zone near the Dunlawton corridor

Probably not for

Buyers who want a single-family home or a waterfront location
Anyone who wants a high-rise or an elevator building (these are two-story walk-ups)
Investors seeking nightly or weekly vacation rentals (the six-month minimum rules that out)

Market Pulse

How Trailwoods is performing right now

41/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

12Months of supplytight

125Median days on marketdays

0 : 3Under contract vs for salestrong demand

3Sold in last 12 monthsliquidity

+21%Median price since 2021appreciation

+3%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 Trailwoods listings and the trailing twelve months of closed sales.

Where prices are going$157K2026 YTD

Median sale price by year. Tap a label to compare Villaggio On The Lakes 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$1732026 YTD

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

Supply and demand now3 : 0active : pending

For sale3

Pending0

Sold 12mo3

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 Trailwoods Condo buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Trailwoods

Live MLS inventory for Trailwoods Condo. 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.

3101 Oak Trail Run home for sale in Trailwoods Condo

Active · 252 daysTop listing

$164,900

2 bd · 2 ba · 905 sqft · built 1989

3101 Oak Trail Run, Port Orange, 32127

RenovatedPool

Listed by RE/MAX Signature

3501 Oak Trail home for sale in Trailwoods Condo

Active · 125 days

$154,900

2 bd · 2 ba · 905 sqft · built 1989

3501 Oak Trail, Port Orange, 32127

RenovatedBest value

Listed by Watson Realty Corp.

3960 Oak Trail Run #3508 home for sale in Trailwoods Condo

Active · 37 days

$144,900

2 bd · 2 ba · 905 sqft · built 1989

3960 Oak Trail Run #3508, Port Orange, 32127

Reno opportunityBest value

Listed by Savvy Avenue LLC

Interactive Map

Trailwoods 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 Trailwoods. They are approximate and vary with traffic and your exact start point.

Dunlawton Avenue / Dunlawton Square~5 min · shopping about 0.6 mile away (Apartments.com, 2026)

Pavilion at Port Orange~5 to 10 min · open-air shopping and dining (approximate)

Interstate 95~5 to 10 min · via Dunlawton Avenue (approximate)

Atlantic beach~10 to 15 min · east over the Dunlawton bridge (approximate)

Daytona Beach International Airport (DAB)~15 min · about 8 miles north (Apartments.com, 2026)

Halifax Health Port Orange~12 min · about 8 miles (Apartments.com, 2026)

Spruce Creek area~5 to 10 min · south Port Orange (approximate)

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 Trailwoods Condo in Port Orange, FL with Momentum Realty’s local guides.

Deep Forest Village Homes for Sale in Port Orange, FLPort Orange, FL · 0.2 mi

Villaggio On The Lakes Condo in Port Orange, FLPort Orange, FL · 0.4 mi

Lone Oak Homes for Sale in Port Orange, FLPort Orange, FL · 0.4 mi

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

Leisure Villas in Port Orange, FLPort Orange, FL · 0.5 mi

Trailwood Townhomes in Port Orange, FLPort Orange, FL · 0.6 mi

Treetop Homes for Sale in Port Orange, FLPort Orange, FL · 0.6 mi

Palms Del Mar Homes for Sale in Port Orange, FLPort Orange, FL · 0.6 mi

Sleepy Hollow Homes for Sale in Port Orange, FLPort Orange, FL · 0.7 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

Trailwoods (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

Trailwoods 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 Trailwoods address.

The takeaway

What actually affects an inland Port Orange condo community here, sourced and dated. We do not publish rumor.

Recent Developments in Trailwoods Condo

Development Intelligence

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

Net OutlookBullishThe community is built out, so there is no new competing supply. The relevant factors are the Florida condo reserve and insurance environment and the Dunlawton retail corridor.

Florida condo reserve and insurance environment

NeutralStatewide reserve and insurance pressure has pushed many condo associations to revisit budgets; on a 1989 community, ask for the budget and reserve status. impact

SignificanceRadius: Community-wide

Florida condo reserve and insurance environment

Modest, all-in dues

BullishThe reported dues bundle a broad maintenance set including the pool, insurance, and trash, which keeps the monthly simple at an entry price; confirm the current figure and inclusions. impact

SignificanceRadius: Community-wide

Modest, all-in dues

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 Trailwoods Condo, 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 ↓

1989
Development
Community build-out
Trailwoods was built in 1989 as a community of two-story condominium buildings on Oak Trail Run. Why it matters: On a late-1980s community, ask about roof age and major systems and the reserve funding behind them. 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 Trailwoods buying strategy.

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

Confirm the dues and what they cover. The fee was reported around $308 per month and bundles grounds, building, roads, pool, insurance, trash, and pest control; confirm the current figure, the inclusions, and the reserve status.

Confirm the six-month lease rule. The community carries a six-month minimum lease; verify the current rule and any cap before counting on a rental use.

Inspect for the age of the building. On a 1989, two-story community, focus the inspection on roof, plumbing, and HVAC for the specific building and unit.

Verify the unit count and your building. Sources differ on the unit count (about 48 to 73); confirm the building, floor, and any stairs for the specific unit.

Comp by plan and condition. With fairly uniform plans, condition and building location separate the prices; comp off the closest same-plan sale here.

The Quick Decision

Best Buy

An updated two-bedroom, first-floor unit with the dues and reserve status verified.

Biggest Risk

Reserve and insurance trends on a 1989 community, and the two-story walk-up access if mobility matters.

Best Lot

Building location and condition, not floor plan, drive value among the uniform plans.

Smart Timing

Inland Port Orange condos move on dues and condition; a prepared buyer can negotiate when the budget questions are open.

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

Trailwoods is an inland condominium community built in 1989 on Oak Trail Run in Port Orange, Volusia County, ZIP 32127, in a wooded setting near the Dunlawton corridor. It consists of two-story walk-up buildings; sources differ on the unit count, citing roughly 48 to 73 units. Units have in-unit washer and dryer and a balcony or screened porch with a storage closet, and the community has a swimming pool. The reported condo fee, around $308 per month, bundles grounds and building maintenance, community roads, the pool, property insurance, trash, and pest control. Leasing carries a six-month minimum, so it is a residential community. It is distinct from a separately named Trailwood Townhomes community in Port Orange.

Trailwoods Homes For Sale

What your money buys in Trailwoods.

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 Trailwoods 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 and smaller units

$135K to $150K

The value end of Trailwoods is the original-condition and smaller units, with active list prices observed as low as $75,000 (under contract) and into the $140,000s (BEX Realty; Zillow, 2026). Verify the dues and reserve status before you write.

Lowest entry

Mid: updated two-bedroom units

$150K to $168K

The core of the community is updated two-bedroom units near 1,005 square feet, around a trailing-year average sale near $172,560 at about $141 per square foot (BEX Realty, 2026). Condition and building separate these.

Most inventory

High: larger and fully updated units

$168K to $168K

Larger and fully updated units sit at the top of the community, with active list prices cited up toward $199,900 (BEX Realty, 2026). Price each on its condition and size rather than a community average.

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 ~$150K buys here.

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

$135K to $150K

Entry: original-condition and smaller units

$150K to $168K

Mid: updated two-bedroom units

$168K to $168K

High: larger and fully updated units

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 Trailwoods, 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.

Updated homes ask about 11% more per square foot than original-condition homes, and they tend to sell faster. In an all-resale market, condition is the single biggest swing in value, which is why reading the renovation math is the whole game.

Asking price per square foot

Renovated$177

Original$160

Median days on market

Renovated188

Original37

From current Trailwoods listings (renovated 2, 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.

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.

Unit Value

The unit premium.

In a condo the value the market gives back at resale is set by the unit, not a lot: the floor, the view line (direct versus partial), and the exposure. The interior can be renovated, but the floor and view cannot, so higher floors and better views hold their value better. How much more they command varies by building, line, and condition, which is why we read it unit by unit 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 Trailwoods 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 Trailwoods

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.

“

Trailwoods is an entry-priced, low-maintenance Port Orange condo community with a pool, modest all-in dues, and a strong school zone. With fairly uniform plans, the deal is in the condition and the building, so comp the unit against the closest same-plan sale and read the reserve plan on a 1989 community.

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.

7.0B · Buy Score

Resale Strength7.0/10

Renovation Risk7.4/10

Location Efficiency7.6/10

Long-Term Defensibility6.6/10

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 Trailwoods 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 · Unit 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

Fill = price per square foot; ring = by realized $/sqft per unit. 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

With fairly uniform plans, condition and building location drive value, not layout.
First-floor and updated units generally carry the premium.
Comp the unit against the closest same-plan sale here, not a city-wide average.

In a fairly uniform condo community, the value drivers are condition and building location rather than lot. At Trailwoods, the two-story plans are similar, so what separates the prices is whether a home is updated or original, which building it sits in, and whether it is a first-floor or upper unit. Because the community is 1989, the honest approach is to comp a unit against the closest same-plan, similar-condition sale here, and to weigh the modest all-in dues and the reserve status as part of the price.

The 15-Second Verdict

Trailwoods in 15 seconds.

Best forBuyers who want an entry-priced, low-maintenance Port Orange condo with a pool in a strong school zone.

Strong onValue and location: modest all-in dues, a community pool, and a wooded inland spot near the Dunlawton corridor.

WatchReserve and insurance trends on a 1989 community, and the two-story walk-up access if mobility matters.

Not forBuyers who want a single-family home, waterfront, an elevator, or a vacation rental.

The edgeModest all-in dues and a well-regarded Port Orange school zone at an entry condo price.

HOA, CDD & Fees

15-Second Take

Dues are modest, around $308 per month, and bundle a broad maintenance set.
Florida reserve rules can push dues up even on a 1980s community; read the budget.
There is no separate club fee; the pool and grounds are inside the dues.

The condo fee was reported around $308 per month, with some variation by unit and date. Treat the figure as approximate and confirm the current assessment for the specific unit, the inclusions, and the reserve status with the association.

Reported coverage includes grounds maintenance, building maintenance, community roads, the community pool, property insurance, trash removal, and pest control; confirm exactly what is included for the unit.

There is no golf or private club membership; the dues fund the community, the pool, the roads, and the grounds.

Run Your Numbers

Tools for a Trailwoods 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 Trailwoods.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 Trailwoods

Thinking of selling at Trailwoods?

Your buyer is cross-shopping the other entry-priced inland Port Orange condo communities, so sell what is specific and verifiable: your unit condition, the pool, the modest all-in dues, the school zone, and the central 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 Trailwoods, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Villaggio On The Lakes, 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 Trailwoods home worth?

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

Trailwoods Market Scorecard

Buyer-Leaning Market (limited data)

Trailwoods is currently a buyer-leaning market (limited data). About 12.0 months of supply, a median asking price of $154,900, and homes go under contract in about 130 days.

12.0

Months supply

$154,900

Median list

$150,000

Median sold

$166

Per sqft

130

Days on mkt

3/0/3

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 Trailwoods?

It is an inland condominium community on Oak Trail Run in Port Orange, Volusia County, ZIP 32127, in a wooded setting near the Dunlawton corridor (Apartments.com; Zillow, 2026).

When was it built?

It was built in 1989 as a community of two-story condominium buildings (Apartments.com, 2026).

How many units are there?

Sources differ, citing roughly 48 to 73 units, so treat the figure as approximate; confirm with the association (Apartments.com; Zillow, 2026).

Is there a pool?

Yes. The community has a swimming pool, and units have in-unit washer and dryer and a balcony or screened porch (Zillow; BEX Realty, 2026).

What are the dues, and what do they cover?

The fee was reported around $308 per month and bundles grounds and building maintenance, community roads, the pool, property insurance, trash, and pest control; confirm the current figure with the association (BEX Realty, 2026).

What is the minimum lease?

The community carries a six-month minimum lease, so it is residential rather than a nightly or weekly vacation rental; confirm the current rule with the association (Zillow, 2026).

What do units cost?

Recent sales averaged near $172,560 over the trailing year at about $141 per square foot, with active list prices from about $75,000 to $199,900 (BEX Realty; Zillow, 2026). Confirm current pricing for the specific unit.

Is it waterfront?

No. It is an inland, wooded Port Orange community, not waterfront.

What schools serve the community?

It is in the Volusia County Schools district, with assignments cited as Spruce Creek Elementary, Creekside Middle, and Spruce Creek High; verify the current zoned schools for the address with the district locator before you rely on them.

Is this the same as Trailwood Townhomes?

No. Trailwoods Condo on Oak Trail Run is distinct from a separately named Trailwood Townhomes community in Port Orange; confirm the exact community for any listing.

How far is the beach?

The Atlantic beach is a roughly ten-to-fifteen-minute drive east over the Dunlawton bridge (approximate; confirm for the specific route).

Is it a good investment?

It offers an entry-priced, low-maintenance Port Orange condo with a pool and a strong school zone, but the carrying cost from dues and reserves on a 1989 community means you should run the all-in monthly and comp by condition before deciding.

Who is the best real estate agent for Trailwoods Condo?

The best agent for Trailwoods Condo 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 Trailwoods Condo.

How do I find a top Port Orange real estate agent who knows Trailwoods Condo?

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 Trailwoods Condo and the wider Port Orange area.

Can Momentum Realty connect me with an agent for Trailwoods Condo?

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

The Verdict

Should you buy in Trailwoods?

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

You want an entry-priced, low-maintenance Port Orange condo with a poolExcellent fit

You value modest all-in dues, a six-month lease floor, and a strong school zoneExcellent fit

You are comfortable verifying the dues, reserves, and unit countExcellent fit

You want a single-family home or a waterfront locationProbably not

You want a high-rise or an elevator buildingProbably not

You want a nightly or weekly vacation rentalProbably not

Get the inside read on Trailwoods

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Trailwoods 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.

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

Thinking about hiring an agent here? How to find the best real estate agent in Trailwoods Condo - 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.

Trailwoods Condo in Port Orange, FL

The 60-Second Overview

Who Trailwoods is best for.

Best for

Probably not for

How Trailwoods is performing right now

Homes For Sale Right Now in Trailwoods

Trailwoods on the map.

How far is everything?

Nearby Communities

Schools

Recent Developments in Trailwoods Condo

Florida condo reserve and insurance environment

Modest, all-in dues

Community build-out

The Trailwoods buying strategy.

The full read, only if you want it.

What your money buys in Trailwoods.

What ~$150K buys here.

Renovation & Resale Intelligence

The renovation premium.

The unit premium.

How well Trailwoods holds value.

5 Mistakes Buyers Make in Trailwoods

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 Trailwoods is different.

Which Lots & Views Hold Value Best

Trailwoods in 15 seconds.

HOA, CDD & Fees

Tools for a Trailwoods buy.

Thinking of selling at Trailwoods?

In Trailwoods, condition and view decide your number

What is your Trailwoods home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Trailwoods Market Scorecard

Frequently Asked Questions

Should you buy in Trailwoods?

Get the inside read on Trailwoods

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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