Rolling Hills Estate Homes for Sale in Port Orange, FL

Established 1988 · Intracoastal West · ZIP 32224

A luxury single-family enclave in west Port Orange, with Paytas-built executive homes on roughly half-acre to acre lots.

Luxury single-familyHalf-acre to acre lotsPaytas-built, mid-2000s

Live Market Pulse

53/100
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 Rolling Hills Estate

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

$1.15M

Median Price

0mo

Supply

n/a

Avg DOM

Soft

Seller Leverage

$235/sf

Median $/Sqft

+9%

1-Yr Price Change

0now

Distress

Jon's Current Read

"Rolling Hills Estate is a luxury single-family enclave in west Port Orange, centered on Hills Boulevard near Clyde Morris and Taylor Road, built by Paytas Homes in the mid-2000s on generous half-acre to acre-plus lots. The read is executive-home value in a strong school zone: large custom homes with three-car and RV garages, private pools, and acre-ish privacy, well above the Port Orange median. Watch the name carefully, since an unrelated 55+ manufactured-home community sits on Rolling Hills Drive in a different Port Orange ZIP. Price each home on its size, lot, and finish, and confirm the HOA."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Rolling Hills Estate market snapshot (as of June 25, 2026): the median sale price is about $1.1M ($235 per sq ft), a buyer-leaning market (limited data). Values are up 9% over the past year, based on 2 recent closings in live Daytona-area MLS data.

Rolling Hills Estate is a luxury single-family community in west Port Orange, Volusia County, ZIP 32128, centered on Hills Boulevard near the Clyde Morris Boulevard and Taylor Road area. It is an executive-home enclave built by Paytas Homes, beginning in the mid-2000s (portorangehomes.com; alicecooperteam.com, 2026).

The homes are large, custom single-family houses, commonly cited around 2,400 to 4,000 or more square feet with three to five bedrooms and three-car garages, on generous lots of roughly half an acre to an acre or more. Marketing copy references floor plans approaching very large sizes; treat the upper figures as marketing and the 2,400 to 4,000 square foot range as typical (portorangehomes.com; alicecooperteam.com, 2026).

Amenities are largely per-home rather than community-wide: private pools, RV garages, summer kitchens, and circular drives feature in listings, and a low-cost HOA maintains common areas and entrance signage. There is no confirmed community clubhouse or gate (portorangehomes.com; 386realestate.com, 2026).

Be careful with the name: this luxury Rolling Hills Estate on Hills Boulevard in ZIP 32128 is a separate place from the 55-plus manufactured-home community on Rolling Hills Drive in ZIP 32129 (Laurelwood Estates), and from the Rolling Hills communities in Green Cove Springs and Ocala. Confirm the HOA dues and the exact community for any specific home.

Quick Match

Who Rolling Hills Estate is best for.

Best for

Buyers who want a large, custom executive home on a half-acre to acre lot
Buyers who value privacy, three-car or RV garages, and a strong Port Orange school zone
Buyers comfortable above the Port Orange median for a luxury single-family home

Probably not for

Buyers on an entry budget or seeking a small home (these are executive-scale houses)
Buyers who want a gated, amenity-rich community (amenities here are per-home)
Anyone seeking the 55-plus manufactured-home community on Rolling Hills Drive

Market Pulse

How Rolling Hills Estate is performing right now

53/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

57Median days on marketdays

1 : 0Under contract vs for salestrong demand

2Sold in last 12 monthsliquidity

+127%Median price since 2012appreciation

+0%Asking vs recent sold $/sqftroom to negotiate

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

Live from DBAAR, as of June 25, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Rolling Hills Estate listings and the trailing twelve months of closed sales.

Where prices are going$849K2026 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 foot$2322026 YTD

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

Supply and demand now0 : 1active : pending

For sale0

Pending1

Sold 12mo2

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 Rolling Hills Estate buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Rolling Hills Estate

Live MLS inventory for Rolling Hills Estate. 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.

5994 Seminole Woods Drive home for sale in Rolling Hills Estate

Pending · 82 days

$999,990

5 bd · 4 ba · 3,948 sqft · built 2006

5994 Seminole Woods Drive, Port Orange, 32127

Renovated

Listed by RE/MAX Signature

741 Barrows Dairy Road home for sale in Rolling Hills Estate

Sold

$1,300,000

7 bd · 5 ba · 6,529 sqft · built 2005

741 Barrows Dairy Road, Port Orange, 32127

Listed by RE/MAX Signature

744 Barrows Dairy Road home for sale in Rolling Hills Estate

Sold

$990,000

4 bd · 5 ba · 3,646 sqft · built 2006

744 Barrows Dairy Road, Port Orange, 32127

Listed by KGV Realty Group

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

Interactive Map

Rolling Hills Estate 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 Rolling Hills Estate. They are approximate and vary with traffic and your exact start point.

Clyde Morris Boulevard / Taylor Road~2 to 5 min · primary west Port Orange connectors

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

Interstate 95~5 to 10 min · minutes from the interchange (approximate)

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

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

Daytona Beach International Airport (DAB)~15 to 20 min · north on the mainland (approximate)

Halifax Health Port Orange~10 min · on the Dunlawton corridor (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 Rolling Hills Estate Homes for Sale in Port Orange, FL with Momentum Realty’s local guides.

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

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

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

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

Kingswood Homes for Sale in Port Orange, FLPort Orange, FL · 0.7 mi

Old Sugar Mill Homes for Sale in Port Orange, FLPort Orange, FL · 0.7 mi

Ravenwood Homes for Sale in Port Orange, FLPort Orange, FL · 0.7 mi

Windsor Hill Homes for Sale in Port Orange, FLPort Orange, FL · 0.7 mi

Woodhaven Homes for Sale in Port Orange, FLPort Orange, FL · 0.9 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

Rolling Hills Estate (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

Rolling Hills Estate 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 Rolling Hills Estate address.

The takeaway

What actually affects a luxury Port Orange enclave here, sourced and dated. We do not publish rumor.

Recent Developments in Rolling Hills Estate

Development Intelligence

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

Net OutlookBullishThe community is built out, so supply comes only from resales. The relevant factors are the west Port Orange growth corridor and the gap between this enclave and the Port Orange median.

Executive-home premium

BullishLarge custom homes on acre-ish lots trade well above the Port Orange median; comp within the enclave rather than against the city to value a home correctly. impact

SignificanceRadius: Community-wide

Executive-home premium

West Port Orange growth corridor

NeutralThe Clyde Morris, Taylor Road, and Williamson Boulevard area has seen ongoing growth; confirm any nearby projects. impact

SignificanceRadius: Local corridor

West Port Orange growth corridor

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 Rolling Hills Estate, 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 ↓

mid-2000s
Development
Paytas Homes build-out
Rolling Hills Estate was developed by Paytas Homes in the mid-2000s as a luxury single-family enclave on generous lots. Why it matters: On mid-2000s custom homes, confirm the roof and systems age and the quality of any pool and outdoor build. 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 Rolling Hills Estate buying strategy.

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

Confirm the exact community and the name. Verify the home is the luxury Rolling Hills Estate on Hills Boulevard in 32128, not the 55-plus manufactured-home community on Rolling Hills Drive in 32129.

Read the HOA dues. A low-cost HOA is referenced (a figure near $419 appears, with the billing period unclear); confirm the current amount, frequency, and what it covers with the association.

Comp within the enclave, not the city. These executive homes trade above the Port Orange median; comp against the closest same-size, same-lot sale on Hills Boulevard.

Inspect the custom build. On mid-2000s custom homes, confirm the roof and systems age and the condition of pools, summer kitchens, and any RV garage.

Verify the lot and any well or septic. On acre-ish lots, confirm the lot size, and whether the home is on city services or well and septic.

The Quick Decision

Best Buy

A well-maintained four- or five-bedroom on a full lot with the HOA and systems confirmed.

Biggest Risk

Single-source HOA data and the high-end price point relative to the city.

Best Lot

Lot size and privacy drive value here; full-acre and pool homes carry a premium.

Smart Timing

A small luxury enclave with limited inventory moves on the specific home; comp within the enclave.

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

Rolling Hills Estate is a luxury single-family community in west Port Orange, Volusia County, ZIP 32128, centered on Hills Boulevard near Clyde Morris Boulevard and Taylor Road, built by Paytas Homes beginning in the mid-2000s. The homes are large custom houses, commonly around 2,400 to 4,000 or more square feet with three to five bedrooms and three-car garages, on generous lots of roughly half an acre to an acre or more, many with private pools and RV garages. A low-cost HOA maintains common areas and entrance signage, with no confirmed community clubhouse or gate. It is a separate place from the 55-plus manufactured-home community on Rolling Hills Drive in ZIP 32129 and from the Rolling Hills communities in Green Cove Springs and Ocala.

Rolling Hills Estate Homes For Sale

What your money buys in Rolling Hills Estate.

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 Rolling Hills Estate 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 executive homes

$990K to $990K

The value end of Rolling Hills Estate is the smaller executive homes and earlier resales, anchored by a sale at $525,000 on Hills Boulevard (portorangehomes.com, 2026). Confirm the HOA and systems before you write.

Lowest entry

Mid: larger four- and five-bedroom homes

$990K to $1.30M

The core is the larger four- and five-bedroom custom homes on half-acre to acre lots, generally in the high $400,000s to $700,000s (alicecooperteam.com, 2026). Size, lot, and finish separate these.

Most inventory

High: full-acre, pool, and RV-garage homes

$1.30M to $1.30M

Full-acre homes with private pools, RV garages, and high-end outdoor builds sit at the top of the enclave, toward and above the upper end of the range. Price each on its size, lot, and finish rather than the city median.

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 ~$1.15M buys here.

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

$990K to $990K

Entry: smaller executive homes

$990K to $1.30M

Mid: larger four- and five-bedroom homes

The core is the larger four- and five-bedroom custom homes on half-acre to acre lots, generally in the high $400,000s to $700,000s (alicecooperteam.com, 2026). Size, lot, and finish separate these.

$1.30M to $1.30M

High: full-acre, pool, and RV-garage 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 Rolling Hills Estate, 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 Rolling Hills Estate 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 Rolling Hills Estate 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 Rolling Hills Estate

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.

“

Rolling Hills Estate is executive, acre-ish single-family living in a strong Port Orange school zone, well above the city median. The deal is in the size, the lot, and the finish, comped within the enclave, and in keeping it separate from the 55-plus manufactured-home community that shares the Rolling Hills name.

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.

7.6B+ · Buy Score

Resale Strength7.8/10

Renovation Risk7.4/10

Location Efficiency7.8/10

Long-Term Defensibility7.8/10

Carrying Cost Advantage7.0/10

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

Momentum Housing Intelligence

Why our read on Rolling Hills Estate 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

Lot size and privacy drive value here; full-acre and pool homes carry a premium.
Size and finish, comped within the enclave, beat any city-median read.
Comp by same-size, same-lot sales on Hills Boulevard.

In a luxury single-family enclave, the value drivers are lot size, home size, and finish. At Rolling Hills Estate, full-acre lots and homes with private pools, RV garages, and high-end outdoor builds command a premium, and the executive scale puts the enclave well above the Port Orange median. The honest approach is to comp a home against the closest same-size, same-lot sale on Hills Boulevard, confirm the HOA and the utilities, and weigh the custom build quality as part of the price.

The 15-Second Verdict

Rolling Hills Estate in 15 seconds.

Best forBuyers who want a large custom executive home on a half-acre to acre lot in a strong Port Orange school zone.

Strong onScale and privacy: acre-ish lots, three-car and RV garages, private pools, and a convenient west Port Orange location.

WatchSingle-source HOA data and the high-end price point relative to the city.

Not forEntry-budget buyers, buyers who want a gated amenity community, or anyone seeking the 55-plus Rolling Hills Drive community.

The edgeAcre-ish executive homes with RV garages and pools, at a lower entry than comparable coastal-county luxury.

HOA, CDD & Fees

15-Second Take

A low-cost HOA maintains common areas; confirm the amount and frequency.
Amenities are per-home (private pools, RV garages), not community-wide.
Keep it separate from the 55-plus Rolling Hills Drive manufactured-home community.

A low-cost HOA is referenced for the community, maintaining common areas and entrance signage; a figure near $419 appears in one source, but the billing period (monthly versus annual) is unclear, so this profile does not assert it. Confirm the current dues and frequency with the association before you buy.

The dues fund common areas and entrance signage and enforce community standards; confirm exactly what is included.

There is no confirmed community clubhouse, pool, or gate; amenities here are per-home rather than community-wide.

Run Your Numbers

Tools for a Rolling Hills Estate 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 Rolling Hills Estate.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 Rolling Hills Estate

Thinking of selling in Rolling Hills Estate?

Your buyer is cross-shopping the other west Port Orange executive communities, so sell what is specific and verifiable: your home's size and finish, the lot and privacy, the garages and pool, the school zone, and the 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 Rolling Hills Estate, 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 Rolling Hills Estate home worth?

Get a no-obligation home value based on real comparable sales in Rolling Hills Estate 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 Rolling Hills Estate 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.

Rolling Hills Estate Market Scorecard

Buyer-Leaning Market (limited data)

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

n/a

Months supply

n/a

Median list

$1,145,000

Median sold

$235

Per sqft

n/a

Days on mkt

0/1/2

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.

Frequently Asked Questions

Where is Rolling Hills Estate?

It is a luxury single-family community in west Port Orange, Volusia County, ZIP 32128, on Hills Boulevard near Clyde Morris Boulevard and Taylor Road (portorangehomes.com; alicecooperteam.com, 2026).

Is this the same as the Rolling Hills Drive 55-plus community?

No. The luxury Rolling Hills Estate on Hills Boulevard in 32128 is a separate place from the 55-plus manufactured-home community (Laurelwood Estates) on Rolling Hills Drive in 32129, and from the Rolling Hills communities in Green Cove Springs and Ocala.

Who built it and when?

It was built by Paytas Homes beginning in the mid-2000s as a luxury single-family enclave (portorangehomes.com, 2026).

What are the homes like?

Large custom houses, commonly around 2,400 to 4,000 or more square feet with three to five bedrooms and three-car garages, on roughly half-acre to acre-plus lots, many with private pools and RV garages (alicecooperteam.com, 2026).

Is there an HOA?

Yes, a low-cost HOA maintains common areas and entrance signage; a figure near $419 appears in one source with an unclear billing period, so confirm the current amount and frequency with the association (386realestate.com, 2026).

Is it gated, and are there community amenities?

There is no confirmed community clubhouse or gate; amenities are per-home (private pools, RV garages). Verify the community features during diligence.

What do homes cost?

A home sold at $525,000 on Hills Boulevard, with the enclave generally trading from the high $400,000s into the $700,000s and above, well above the Port Orange median near $342,000 (portorangehomes.com; alicecooperteam.com; Redfin, 2026). Confirm current pricing for the specific home.

What schools serve Rolling Hills Estate?

It is in the Volusia County Schools district, with assignments cited as Cypress 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 it close to I-95 and shopping?

Yes. It sits near Clyde Morris and Taylor Road, minutes from I-95 and the Pavilion at Port Orange (portorangehomes.com, 2026).

How far is the beach?

The Atlantic beach and Sunglow Pier are roughly a ten-to-fifteen-minute drive east over the Dunlawton bridge (portorangehomes.com, 2026).

Are the homes on well and septic?

On acre-ish lots, some homes may be on well and septic rather than city services; confirm the utilities for the specific home.

Is Rolling Hills Estate a good place to buy?

It offers large custom executive homes on generous lots in a strong school zone, but because it trades above the city median and the HOA data is single-source, the size, lot, and finish, comped within the enclave, decide whether a given home is a sound buy.

Who is the best real estate agent for Rolling Hills Estate Real Estate?

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

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

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

Can Momentum Realty connect me with an agent for Rolling Hills Estate Real Estate?

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

The Verdict

Should you buy in Rolling Hills Estate?

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

You want a large, custom executive home on a half-acre to acre lotExcellent fit

You value privacy, three-car or RV garages, and a strong Port Orange school zoneExcellent fit

You are comfortable above the Port Orange median for a luxury homeExcellent fit

You are on an entry budget or want a small homeProbably not

You want a gated, amenity-rich communityProbably not

You are seeking the 55-plus Rolling Hills Drive communityProbably not

Get the inside read on Rolling Hills Estate

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

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.

Rolling Hills Estate Homes for Sale in Port Orange, FL

The 60-Second Overview

Who Rolling Hills Estate is best for.

Best for

Probably not for

How Rolling Hills Estate is performing right now

Homes For Sale Right Now in Rolling Hills Estate

Rolling Hills Estate on the map.

How far is everything?

Nearby Communities

Schools

Recent Developments in Rolling Hills Estate

Executive-home premium

West Port Orange growth corridor

Paytas Homes build-out

The Rolling Hills Estate buying strategy.

The full read, only if you want it.

What your money buys in Rolling Hills Estate.

What ~$1.15M buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Rolling Hills Estate holds value.

5 Mistakes Buyers Make in Rolling Hills Estate

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 Rolling Hills Estate is different.

Which Lots & Views Hold Value Best

Rolling Hills Estate in 15 seconds.

HOA, CDD & Fees

Tools for a Rolling Hills Estate buy.

Thinking of selling in Rolling Hills Estate?

In Rolling Hills Estate, condition and view decide your number

What is your Rolling Hills Estate home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Rolling Hills Estate Market Scorecard

Frequently Asked Questions

Should you buy in Rolling Hills Estate?

Get the inside read on Rolling Hills Estate

You are all set.

Need to sell fast in Duval County?

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

More Port Orange & Volusia County / Daytona Beach Area guides