Windsor Hill

Established 1988 · Intracoastal West · ZIP 32224

A tidy single-family neighborhood off Taylor Road in west Port Orange, minutes from Interstate 95 with a modest grounds-maintenance HOA.

Single-familyMinutes to I-95Grounds-maintenance HOA

Live Market Pulse

52/100
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 Windsor Hill

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

$360K

Median Price

4.8mo

Supply

86days

Avg DOM

Soft

Seller Leverage

$183/sf

Median $/Sqft

-6%

1-Yr Price Change

0now

Distress

Jon's Current Read

"Windsor Hill is a well-kept single-family neighborhood in west Port Orange off Taylor Road, and the read is convenience plus a managed-but-modest HOA. Homes here span a useful range of sizes, the location is only blocks from Interstate 95 for commuters, and a grounds-maintenance association keeps the streetscape tidy without the cost of a full amenity campus. The trade is that it is a smaller neighborhood with limited inventory, so buyers price off the specific home's size, condition, and lot rather than a wide selection."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Windsor Hill is a single-family neighborhood in west Port Orange, Volusia County, located just off Taylor Road and only a few blocks from Interstate 95, which makes it convenient for commuters while keeping shopping, the beach, medical facilities, and parks close by.

Homes range fairly widely in size, from around 1,500 square feet up to roughly 3,000 square feet, including plans from two bedrooms up to five, so the neighborhood serves both right-sizing buyers and those who want more room. Reported pricing has run roughly from the high $300,000s into the high $400,000s.

A homeowners association maintains the community, with dues that include grounds maintenance (confirm the current figure and whether it is billed monthly or annually, and exactly what it covers, with the association). The streetscape is tidy without the carrying cost of a large amenity campus.

Because Windsor Hill is a smaller neighborhood, inventory is limited and homes have reportedly sold quickly, so the purchase is about moving decisively on the right home and pricing it on size, condition, and lot.

Quick Match

Who Windsor Hill is best for.

Best for

Commuters who want quick Interstate 95 access from a tidy single-family neighborhood
Buyers who want a managed streetscape with a modest, grounds-focused HOA
Buyers who want a range of home sizes in one community

Probably not for

Buyers who want no HOA at all
Anyone seeking a gated, full-amenity master community or waterfront
Buyers who need a large selection of homes available at once

Market Pulse

How Windsor Hill is performing right now

52/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

4.8Months of supplytight

85Median days on marketdays

1 : 2Under contract vs for salestrong demand

5Sold in last 12 monthsliquidity

+127%Median price since 2012appreciation

+35%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 Windsor Hill listings and the trailing twelve months of closed sales.

Where prices are goingn/a2026 YTD

Median sale price by year. Tap a label to compare Cypress Head 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 footn/a2026 YTD

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

Supply and demand now2 : 1active : pending

For sale2

Pending1

Sold 12mo5

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 Windsor Hill buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Windsor Hill

Live MLS inventory for Windsor Hill. 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.

5795 Windsor Hill Drive home for sale in Windsor Hill

Active · 111 daysTop listing

$466,900

3 bd · 2.5 ba · 1,852 sqft · built 1991

5795 Windsor Hill Drive, Port Orange, 32128

Listed by EXP Realty LLC

1312 N Wembley Circle home for sale in Windsor Hill

Active · 60 days

$375,000

2 bd · 2 ba · 1,562 sqft · built 1994

1312 N Wembley Circle, Port Orange, 32128

Strong resaleReno opportunityBest value

Listed by Adams, Cameron & Co., Realtors

1348 N Wembley Circle home for sale in Windsor Hill

Pending · 5 days

$425,000

5 bd · 2.5 ba · 2,732 sqft · built 1992

1348 N Wembley Circle, Port Orange, 32128

Strong resaleReno opportunityBest value

Listed by Keller Williams Realty Florida Partners

Interactive Map

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

Interstate 95~3 to 5 min · a few blocks away via Taylor Rd

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

Daytona Beach Shores beach~15 to 20 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 min · via I-95 or Clyde Morris

New Smyrna Beach~20 to 25 min · south via I-95 or 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 Windsor Hill with Momentum Realty’s local guides.

Ashton LakesPort Orange · 0.3 mi

Sterling ChasePort Orange · 0.7 mi

Cypress HeadPort Orange · 1.5 mi

Summer TreesPort Orange · 1.9 mi

Sabal CreekPort Orange · 2.0 mi

CountrysidePort Orange · 2.0 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

Windsor Hill (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

Windsor Hill 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 Windsor Hill address.

The takeaway

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

Recent Developments in Windsor Hill

Development Intelligence

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

Net OutlookBullishPort Orange is an established, built-out suburb, so activity here is resale rather than new development. Windsor Hill's I-95 convenience and tidy, managed streetscape keep it in demand, and limited inventory means well-priced homes move quickly.

Quick Interstate 95 access

BullishBeing only a few blocks from I-95 is a durable commuter advantage that supports demand. impact

SignificanceRadius: West Port Orange

Quick Interstate 95 access

Limited inventory in a small neighborhood

NeutralA smaller community means fewer homes available at once, so buyers should be ready to move on the right one. impact

SignificanceRadius: Neighborhood-wide

Limited inventory in a small neighborhood

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 Windsor Hill, 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
Market
Windsor Hill pricing and inventory
Windsor Hill homes have reportedly ranged from roughly the high $300,000s into the high $400,000s, spanning about 1,500 to 3,000 square feet, with a grounds-maintenance HOA and limited inventory selling quickly (brokerage listing sources, 2026). Why it matters: Be ready to move on the right home; price it on size, condition, and lot, and confirm the current HOA figure and what it covers. 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 Windsor Hill buying strategy.

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

Be ready to move. Windsor Hill is small and homes have sold quickly; have financing confirmed so you can act on the right one.

Confirm the HOA dues and what they cover. Get the current figure, whether it is billed monthly or annually, what grounds maintenance includes, and any rules from the association before you write.

Judge the specific home's condition. Pull the roof, HVAC, and systems ages, since the neighborhood spans a range of sizes and eras.

Check the FEMA flood zone and drainage. Pull the flood zone for the address and a bindable insurance quote, especially on lower lots.

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 home in the middle of the size range, on a dry lot, with a newer roof, bought decisively when it comes up.

Biggest Risk

Overpaying for an unrenovated home in a tight, fast-moving small market; price condition honestly.

Best Lot

Higher, dry lots are the safe value; verify drainage on lower lots.

Smart Timing

Limited inventory and quick sales reward prepared buyers; reported pricing has run from the high $300,000s into the high $400,000s (brokerage data, 2026).

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

The Homes

Gating

Dual-gated, with attended North and South entrances.

Styles & age

Traditional, ranch, and contemporary single-family, built 1987-2000.

Lots & sizes

Golf, lake, preserve, and interior lots (~0.25-0.5+ acres); homes ~2,400-4,000 sq ft.

Builder

Arvida (with JMB Partners).

Costs & Governance

CDD

None. No Community Development District bond on the tax bill.

POA dues

Quarterly POA dues (separate from the club) vary by lot size and include Hotwire internet and cable TV. Confirm the current amount.

Management

Vesta Property Services.

Amenities & Lifestyle

Golf

18-hole course and a 26,000 sq ft member-owned clubhouse (membership optional).

Pool & fitness

Heated club pool, a fitness center, and ten lighted clay tennis courts.

Kids

In-community Woodland Park with a playground, basketball court, and sports field.

Getting around

Sidewalks on some roads; a golf-cart-friendly community.

Location & Nearby

Setting

Intracoastal West Jacksonville, ZIP 32224, off Hunt Club Road.

Nearby

Under 15 minutes to the beaches, St. Johns Town Center, and Mayo Clinic; UNF about 8 minutes.

Schools

Duval County: Chets Creek, Kernan Middle, Atlantic Coast (ratings below).

Homes & Architecture

Windsor Hill homes were built largely between 1987 and 2000 in traditional, ranch, and contemporary styles, on a mix of golf frontage, lakefront, preserve, and interior lots. Because the community is built out, you are buying into a spectrum that runs from original 1990s condition to fully renovated, and the price gap between the two is enormous. A dated home and a beautifully renovated one a few doors apart can differ by hundreds of thousands of dollars, which is exactly where buyers overpay or find value.

This makes Windsor Hill a renovation market as much as a resale market. Many of the best buys are homes in great locations that need updating, where an honest budget for roof, HVAC, pool, and modernization turns a dated house into a strong long-term hold. The risk is underestimating that budget, which is why reading the renovation math is the core skill here.

Property Systems

Roof and HVAC age, and the resulting insurance quote
Pool equipment age and condition
An honest renovation budget for roof, HVAC, pool, and updates

Financial

POA dues and inclusions (Hotwire internet and cable, access control) in writing
The club decision and the true cost of the membership you would use
Total carrying cost: HOA, optional club, insurance, near-term repairs

Resale Strength

Lot quality and view, and whether the premium is fair
Golf, lake, or preserve frontage versus an interior lot
The interior-lot warning: where buyers overpay

Verification

Flood zone for the specific parcel, given the community lakes
School zoning by address, confirmed with the district
True closed comps by condition and lot, not a Zestimate

Questions we ask on a specific home

The questions a local who knows Windsor Hill asks are different from the ones a portal answers. On any specific home, we want to know:

How old are the roof, HVAC, and pool equipment, and what does that do to the insurance quote?
What is the honest renovation budget to bring this home current?
What does the view back to: golf, lake, preserve, or another home?
What exactly do the POA dues include (Hotwire internet and cable, access control), and what would the club cost at the tier we would use?
Is this one of the stronger resale lots, or a base lot priced like a premium one?
How does this home compare to the closest active and sold listings in Glen Kernan?

Jon Brooks · Co-Founder, Momentum Realty

Windsor Hill is a condition game. The gates, the course, and the location are priced into every listing, so the money is made or lost on the renovation math, the lot and view, and the club decision. A dated interior home and a renovated golf-frontage home are completely different buys at very different true costs, even when the list prices look close. The listing agent works for the seller. Our job is to read the renovation honestly, verify the POA inclusions and the full carrying costs, pull the true comparable sales, and structure an offer that protects you.

Our advice to Windsor Hill buyers is to cross-shop it against Glen Kernan and Deerwood on location, lot, and total cost of ownership, and to move decisively on the right golf or lakefront home, since the best views still sell fast. With no CDD and an optional, affordable club, Windsor Hill is one of the strongest values among Jacksonville's gated golf communities for the buyer who reads it right.

Windsor Hill vs. Comparable Communities

How Windsor Hill cross-shops against the communities buyers most often weigh against it, on the factors that actually decide the buy.

Community	Entry	No CDD?	Club	To Beach	Best For	The Watch-Out
Jacksonville G&CC	$$	Yes	Member-owned, optional	~15 min	Gated golf without Ponte Vedra pricing	1990s resale condition
Glen Kernan	$$$$	Yes	Member-owned	~15 min	All-custom estate buyers	Higher entry, thin market
Deerwood	$$$	Yes	Private country club	~25 min	Established prestige, larger lots	Older stock, farther from beach
Queens Harbour	$$$	Yes	Yacht & country club	~15 min	Boating & Intracoastal access	Marina/club fees, higher entry
Pablo Creek Reserve	$$$$	Yes	Luxury enclave (no on-site club)	~10 min	Newer custom luxury	Top-of-market pricing
Nocatee	$$	No	Master-planned amenities	~20-25 min	New construction & amenities	Full CDD, longer drive
Sawgrass Country Club	$$$	Yes	Resort golf & tennis	~10 min	Ponte Vedra resort lifestyle	Higher priced

Cross-shop read from Momentum. Entry tiers ($$ from the high $600s, $$$ around $1M+, $$$$ estate-level), club style, and drive times are approximate orientation, not quotes. Confirm CDD status, fees, and current pricing per community and parcel.

Who Windsor Hill Fits Best

We would rather tell you the truth than sell you the wrong house. Here is who Windsor Hill fits, and who should look elsewhere. It is a property question, not a personal one.

Great fit if you want

A gated, established golf community in a central, convenient location.
An optional, relatively affordable member-owned club.
No CDD and a strong resale story on the right lot.
Renovation upside on a well-located 1990s home.
Minutes to the Town Center, beaches, UNF, and Mayo Clinic.

Probably not ideal if you want

A brand-new build with the latest finishes and a builder warranty.
The lowest possible entry price; this is a seven-figure market on average.
A turnkey home with zero renovation, with no premium to pay for it.
No HOA structure and none of the rules that come with a gated community.
Estate-size acreage; lots here are master-planned, not sprawling.

The honest trade-offs

Pros

Gated, established golf community in a central Intracoastal West location.
18-hole course and a member-owned club with optional, relatively affordable dues.
NO CDD, a real carrying-cost edge over newer master plans.
Minutes from the St. Johns Town Center, beaches, UNF, and Mayo Clinic.
Dual attended gates and 26 lakes give it a mature, private character.
Renovation upside on well-located 1990s homes.

Cons

A seven-figure market on average; not an entry-level community.
All-resale 1990s housing stock that often needs updating.
HOA dues plus optional club costs to budget separately.
The best golf and lakefront lots command premiums and sell fast.
Busy surrounding Hodges, Beach, and JT Butler corridors.
No new construction; every purchase is a resale.

Windsor Hill Homes For Sale

What your money buys in Windsor Hill.

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 Windsor Hill today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

Entry: smaller or original homes

$290K to $360K

Smaller plans (toward 1,500 square feet) or homes in original condition, at the lower end of the range (reportedly from the high $300,000s; brokerage data, 2026). The value play for buyers willing to update.

Lowest entry

Mid: updated mid-size homes

$360K to $425K

Move-in three- and four-bedroom homes in the middle of the size range, the core of the neighborhood. Condition and lot separate these more than floor plan does.

Most inventory

High: largest or fully updated homes

$425K to $435K

The larger plans (toward 3,000 square feet) and the most updated homes set the neighborhood's ceiling (reportedly into the high $400,000s; brokerage data, 2026). Size, condition, and lot drive the 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 ~$360K buys here.

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

$290K to $360K

Entry: smaller or original homes

$360K to $425K

Mid: updated mid-size homes

Move-in three- and four-bedroom homes in the middle of the size range, the core of the neighborhood. Condition and lot separate these more than floor plan does.

$425K to $435K

High: largest or fully updated homes

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 Windsor Hill, 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 Windsor Hill 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 Windsor Hill 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 Windsor Hill

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.

“

Windsor Hill sells commuter convenience and a tidy, managed street a few blocks from I-95. The location does the work; the deal is found in moving decisively on a sound home in a small, fast market.

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.

7.3B · Buy Score

Resale Strength7.4/10

Renovation Risk6.4/10

Location Efficiency8.0/10

Long-Term Defensibility6.8/10

Carrying Cost Advantage7.6/10

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 Windsor Hill 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

Higher, dry lots are the safe value here.
Verify drainage and flood zone on any lower lot.
Condition and size matter more than lot in this neighborhood; compare like for like.

In Windsor Hill, value is driven mostly by the home's size and condition, since this is an interior, managed single-family neighborhood without waterfront. Higher, dry lots are the safe choice, and lower lots warrant a careful FEMA flood-zone and drainage check plus a bindable insurance quote. Because the neighborhood spans a wide range of home sizes and is small with limited inventory, the honest approach is to compare a home against the closest similar-size, similar-condition sale and to move decisively when the right one appears.

The 15-Second Verdict

Windsor Hill in 15 seconds.

Best forCommuters who want quick I-95 access from a tidy single-family neighborhood with a modest HOA.

Strong onLocation and convenience, a managed streetscape, and a useful range of home sizes.

WatchLimited inventory and fast sales, the HOA figure and what it covers, and individual home condition.

Not forBuyers who want no HOA, a gated amenity community, waterfront, or a wide selection of homes.

The edgeA few blocks from I-95 with a tidy managed street, a strong commuter value in west Port Orange.

HOA, CDD & Fees

15-Second Take

The HOA is grounds-focused and modest, not a full amenity campus.
Confirm whether the dues are billed monthly or annually and what they cover.
Carrying cost stays moderate; the value is convenience and a tidy street.

Windsor Hill has a homeowners association whose dues include grounds maintenance. Reported figures have been cited around the low couple hundred dollars, but the billing period (monthly versus annual) and exact inclusions should be confirmed directly with the association before you buy.

Dues fund grounds maintenance and the community's common standards; confirm the current figure and exactly what is covered with the association. Homes are otherwise individually maintained.

There is no golf or resort club; this is a residential single-family neighborhood with a grounds-maintenance association rather than an amenity campus. Recreation comes from Port Orange city parks and nearby retail.

Run Your Numbers

Tools for a Windsor Hill 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 Windsor Hill.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 Windsor Hill

Thinking of selling in Windsor Hill?

Your buyer wants the I-95 convenience and a sound home, and there are only so many here. Sell what is specific: the home's size and updates, the roof and systems, the lot, and the grounds-maintenance HOA.

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 Windsor Hill, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Cypress Head, 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 Windsor Hill home worth?

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

Windsor Hill Market Scorecard

Buyer-Leaning Market (limited data)

Windsor Hill is currently a buyer-leaning market (limited data). About 4.8 months of supply, a median asking price of $420,950, and homes go under contract in about 85.5 days.

4.8

Months supply

$420,950

Median list

$360,000

Median sold

$183

Per sqft

85.5

Days on mkt

2/1/5

Active/Pend/Sold

Typical home value in the 32128 ZIP is $436,651, about 4.5% above the Florida norm (Zillow Home Value Index).

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

Frequently Asked Questions

Where is Windsor Hill?

It is a single-family neighborhood in west Port Orange, Volusia County, off Taylor Road and only a few blocks from Interstate 95, convenient to shopping, medical facilities, parks, and the beach.

What kinds of homes are in Windsor Hill?

Single-family homes ranging from roughly 1,500 to 3,000 square feet, with plans from two to five bedrooms, so the neighborhood serves both right-sizing and move-up buyers.

Does Windsor Hill have an HOA?

Yes, with dues that include grounds maintenance. Reported figures are in the low couple hundred dollars, but confirm the current amount, whether it is billed monthly or annually, and exactly what it covers with the association.

How much do homes cost in Windsor Hill?

Reported pricing has run from roughly the high $300,000s into the high $400,000s depending on size and condition (brokerage data, 2026). Confirm current pricing for the specific home.

Is Windsor Hill convenient for commuters?

Very. It sits only a few blocks from Interstate 95 off Taylor Road, with Dunlawton shopping minutes away and the beach a short drive east.

What schools serve Windsor Hill?

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

Is Windsor Hill gated?

No. It is a standard residential single-family neighborhood with a grounds-maintenance HOA rather than a gate or amenity campus.

Is inventory limited?

Yes. Windsor Hill is a smaller neighborhood and homes have reportedly sold quickly, so buyers should be ready with financing confirmed to act on the right one.

What should I verify before buying?

Confirm the HOA figure, billing period, and inclusions; pull the home's roof and systems ages; check the FEMA flood zone and drainage; and get a bindable insurance quote.

Are there waterfront homes in Windsor Hill?

It is primarily an interior single-family neighborhood rather than a waterfront community. Check the flood zone and drainage on any lower lot.

How does Windsor Hill compare to other Port Orange neighborhoods?

Windsor Hill trades the no-HOA freedom of neighborhoods like Sweetwater Hills for a tidy, grounds-maintained streetscape and an even quicker I-95 commute, while costing less than the larger gated and golf communities. Compare it on the all-in monthly (including the HOA) and the commute that matters to you.

Is Windsor Hill a good value?

For commuters who want quick I-95 access and a tidy managed street, yes. The key is moving decisively on a sound home in a small market, so verify condition, the HOA, and flood status before deciding.

The Verdict

Should you buy in Windsor Hill?

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

You want quick Interstate 95 access from a tidy single-family neighborhoodExcellent fit

You want a managed streetscape with a modest, grounds-focused HOAExcellent fit

You want a range of home sizes in one communityExcellent fit

You want no HOA at allProbably not

You want a gated, full-amenity master community or waterfrontProbably not

You need a wide selection of homes available at onceProbably not

Get the inside read on Windsor Hill

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Windsor Hill 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 Windsor Hill specialist will reach out personally, usually the same day.

Windsor Hill

The 60-Second Overview

Who Windsor Hill is best for.

Best for

Probably not for

How Windsor Hill is performing right now

Homes For Sale Right Now in Windsor Hill

Windsor Hill on the map.

How far is everything?

Nearby Communities

Schools

Recent Developments in Windsor Hill

Quick Interstate 95 access

Limited inventory in a small neighborhood

Windsor Hill pricing and inventory

The Windsor Hill buying strategy.

The full read, only if you want it.

The Homes

Costs & Governance

Amenities & Lifestyle

Location & Nearby

Property Systems

Financial

Resale Strength

Verification

Questions we ask on a specific home

Great fit if you want

Probably not ideal if you want

The honest trade-offs

Pros

Cons

What your money buys in Windsor Hill.

What ~$360K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Windsor Hill holds value.

5 Mistakes Buyers Make in Windsor Hill

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 Windsor Hill is different.

Which Lots & Views Hold Value Best

Windsor Hill in 15 seconds.

HOA, CDD & Fees

Tools for a Windsor Hill buy.

Thinking of selling in Windsor Hill?

In Windsor Hill, condition and view decide your number

What is your Windsor Hill home worth?

Price History: What Homes Here Have Actually Sold For

Windsor Hill Market Scorecard

Frequently Asked Questions

Should you buy in Windsor Hill?

Get the inside read on Windsor Hill

You are all set.