Windsor Hill in Port Orange

Windsor Hill Homes for Sale in Port Orange, FL

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
61/100
Momentum
Balanced 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
$392K
Median Price
2mo
Supply
75days
Avg DOM
Balanced
Seller Leverage
$176/sf
Median $/Sqft
+9%
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
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 market snapshot (as of June 25, 2026): the median sale price is about $392K ($176 per sq ft), with homes averaging 75 days on market and 2.0 months of supply, a balanced market (limited data). Values are up 9% over the past year, based on 6 recent closings in live Daytona-area MLS data.

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.

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

How Windsor Hill is performing right now

61/100
momentum
Balanced Market (limited data)
Seller's marketBalancedBuyer's market
2Months of supplytight
75Median days on marketdays
1 : 1Under contract vs for salestrong demand
6Sold in last 12 monthsliquidity
+36%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 Windsor Hill listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in 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.

Active and pending Windsor Hill listings as of 2026-06-25, priced high to low. © 2026 Daytona Beach Area Association of REALTORS®, Inc.. Tap any home to ask about it.

Listing locations from DBAAR; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

The takeaway

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

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 Homes for Sale in Port Orange, FL with Momentum Realty’s local guides.

Ashton Lakes Homes for Sale in Port Orange, FLAshton Lakes Homes for Sale in Port Orange, FLPort Orange, FL · 0.3 miBeacon Woods Homes for Sale in Port Orange, FLBeacon Woods Homes for Sale in Port Orange, FLPort Orange, FL · 0.3 miSkylake Homes for Sale in Port Orange, FLSkylake Homes for Sale in Port Orange, FLPort Orange, FL · 0.3 miBrowns Landing Homes for Sale in Port Orange, FLBrowns Landing Homes for Sale in Port Orange, FLPort Orange, FL · 0.6 miCountryside West Homes for Sale in Port Orange, FLCountryside West Homes for Sale in Port Orange, FLPort Orange, FL · 0.6 miPort Orange Plantation Homes for SalePort Orange Plantation Homes for SalePort Orange, FL · 0.7 miSterling Chase Homes for Sale in Port Orange, FLSterling Chase Homes for Sale in Port Orange, FLPort Orange, FL · 0.7 miRolling Hills Estate Homes for Sale in Port Orange, FLRolling Hills Estate Homes for Sale in Port Orange, FLPort Orange, FL · 0.7 miEstates at Browns Landing Homes for Sale in Port Orange, FLEstates at Browns Landing Homes for Sale in Port Orange, FLPort Orange, FL · 0.8 mi

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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

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 ↓

  1. 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

Development alerts for Windsor HillGet a short monthly email when something new is approved, funded, or opens near Windsor Hill.

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

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

1

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

2

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.

3

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

4

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

5

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

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).
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

Windsor Hill is a single-family neighborhood in west Port Orange, Volusia County, off Taylor Road and only a few blocks from Interstate 95. Homes range from roughly 1,500 to 3,000 square feet, with plans from two to five bedrooms, and reported pricing has run 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, billing period, and inclusions). There is no amenity campus; the appeal is commuter convenience, a tidy managed streetscape, and a range of home sizes in one community.

The takeaway

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

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.

$290K to $360K
Entry: smaller or original homes
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.
$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
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.

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

15-Second Take
  • Renovation math decides the deal
  • Better lots and views resell strongest
  • Roof and HVAC age drive the insurance quote
  • Interior lots are where buyers overpay
Jon Brooks, Momentum Realty
Operator Note

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

No CDD on the tax billStrong
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.

Jon Brooks, Momentum Realty
Operator Note

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

5 Mistakes Buyers Make in 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.

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
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.

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.

Which Lots & Views Hold Value Best

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

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

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

15-Second Take
  • 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.

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.

The takeaway

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

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

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

In 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.

See homes for sale in Windsor Hill on the map →

Real comps, not a Zestimate.

Price History: What Homes Here Have Actually Sold For

Median sale prices in Windsor Hill year by year since 2013, 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.

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

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.

Windsor Hill Market Scorecard

Balanced Market (limited data)

Windsor Hill is currently a balanced market (limited data). About 2.0 months of supply, a median asking price of $375,000, and homes go under contract in about 80 days.

2.0
Months supply
$375,000
Median list
$392,500
Median sold
$176
Per sqft
80
Days on mkt
1/1/6
Active/Pend/Sold

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

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

Live data: © 2026 Daytona Beach Area Association of REALTORS®, Inc. Refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

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.
Who is the best real estate agent for Windsor Hill?
The best agent for Windsor Hill 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 Windsor Hill.
How do I find a top Port Orange real estate agent who knows Windsor Hill?
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 Windsor Hill and the wider Port Orange area.
Can Momentum Realty connect me with an agent for Windsor Hill?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windsor Hill purchase or sale - no call center and no pressure.
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.

We respond personally, usually the same day.

You are all set.

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

Thinking about hiring an agent here? How to find the best real estate agent in Windsor Hill - 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.
Windsor Hill Port Orange median home price history from 2013 to 2022, chart by Momentum Realty
Median sale price in Windsor Hill Port Orange, Florida by year (2013 to 2022). Source: Momentum Realty.

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