Rolling Oak Ridge

Established single-family subdivision · Polk County · ZIP 33853

An established deed-restricted subdivision in Lake Wales, the residential read for owner-occupiers who want a settled Polk County address near downtown and Bok Tower.

Established subdivisionDeed-restricted, POAOwner-occupier homes

Live Market Pulse

50/100
Momentum

Buyer-Leaning Market (limited data)

This is a settled subdivision, not a new master plan, so the honest read is the specific home, the lot, the condition, and the Property Owners Association, not a marketing brochure. Confirm the POA dues, the deed restrictions, and the exact home with the listing.

Free · No obligation

Unlock Off-Market Rolling Oak Ridge

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily

LiveMarket PulseStellar MLS

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Median Price

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Supply

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Seller Leverage

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Median $/Sqft

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1-Yr Price Change

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Jon's Current Read

"Rolling Oak Ridge is an established deed-restricted subdivision in Lake Wales, so the read is a resale read, not a new-build pitch: the value drivers are the individual home, the lot, the condition and updates, and the health of the Property Owners Association, not a townwide average. The community is recognized locally, with a Property Owners Association that the City of Lake Wales lists on its meeting calendar, which points to active governance and enforced deed restrictions rather than a loose plat. As a settled neighborhood the homes vary by age and condition, so the practical work is reading each home on its own and confirming the POA dues, the rules, and any pending matters from the current documents. Its position near Lake Wailes, the downtown Lake Wales historic district, and Bok Tower Gardens is the location case. Your leverage is reading the specific home, the lot, and the POA documents honestly before you fall for the address."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Rolling Oak Ridge is a residential subdivision in Lake Wales, Polk County, in the 33853 ZIP code, set southeast of the downtown Lake Wales historic district and Lake Wailes around the streets near Hunt Drive (neighborhoods.com and area real estate guides, 2026). It is described as a well-established community of midsize, reasonably priced single-family homes rather than a new development.

The neighborhood is deed restricted and governed by a Property Owners Association. The City of Lake Wales lists a Rolling Oak Ridge POA meeting on its public calendar, and a Rolling Oak Ridge Subdivision Property Owners Association case appears in the Tenth Judicial Circuit at Bartow, which together point to an organized, active association with enforceable restrictions. Confirm the current POA dues, the deed restrictions, and any pending matters from the current association documents.

Because this is an established subdivision, the money is made or lost on the specific home and lot, not on the address. The drivers are the age and condition of the individual house, the updates and roof and systems, the lot and exposure, and the POA dues and rules, all of which have to be read home by home from the listing and the current association documents.

The pitch is a settled Lake Wales address on the Lake Wales Ridge: Lake Wailes, the downtown historic district, and Bok Tower Gardens are all close, with US 27 and the wider Polk County job and retail corridors a reasonable drive. The work is the diligence: read the POA dues and restrictions, inspect the specific home, and confirm the schools by address before you buy.

Quick Match

Who Rolling Oak Ridge is best for.

Best for

Owner-occupiers who want a settled, deed-restricted Lake Wales address
Buyers who value an established neighborhood over a new-build subdivision
Buyers who want to be near downtown Lake Wales, Lake Wailes, and Bok Tower
Buyers who will read the POA dues, the restrictions, and the home closely

Probably not for

Buyers who want a brand-new home with a builder warranty
Anyone unwilling to verify POA dues and deed restrictions per the documents
Buyers who want resort amenities, a gate, or a golf course on site
Buyers who need to be inside a major metro rather than the Lake Wales Ridge

Market Pulse

How Rolling Oak Ridge is performing right now

50/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

24Median days on marketdays

0 : 0Under contract vs for salestrong demand

0Sold 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 Stellar MLS, as of June 30, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Rolling Oak Ridge listings and the trailing twelve months of closed sales.

Where prices are going$850K2026 YTD

Median sale price by year. Tap a label to compare Lake Wales area or Lake Wales. 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$3072026 YTD

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

Supply and demand now0 : 0active : pending

For sale0

Pending0

Sold 12mo0

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 Oak Ridge buys, holds, and resells. See the five factors.

Interactive Map

Rolling Oak Ridge 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 Stellar MLS; 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

Rolling Oak Ridge trades a major-metro address for a settled Lake Wales Ridge location, with downtown Lake Wales, Lake Wailes, and Bok Tower close and US 27 a short drive.

Drive times from the neighborhood. They are approximate and vary with traffic and your exact routine.

Downtown Lake Wales historic district~5 to 10 min · shops and dining

Lake Wailes~5 min · lakefront park

Bok Tower Gardens~10 to 15 min · gardens and carillon

US 27 corridor~5 to 10 min · retail and routes

Winter Haven~25 to 35 min · jobs and shopping

Lakeland~40 to 50 min · to the northwest

Orlando area~60 to 75 min · via US 27 and SR 60

Distances and times are approximate and vary with traffic and the specific home. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Rolling Oak Ridge with Momentum Realty’s local guides.

THThousandRoses Homes for Sale in Lake Wales, FLLake Wales, FL · 0.4 mi HCHighland Crest Homes for Sale in Lake Wales, FLLake Wales, FL · 0.4 mi GVGolf ViewParkLake Wales, FL · 0.5 mi

HighlandPointe Homes for Sale in Lake Wales, FLLake Wales, FL · 0.9 mi LHLake and HillsCountry EstatesLake Wales, FL · 0.9 mi LWLake WalesVillage CondominiumsLake Wales, FL · 0.9 mi EAEmerald andAlvina EstatesLake Wales, FL · 1.0 mi HRHickory RidgeEstates Homes for Sale in Lake Wales, FLLake Wales, FL · 1.0 mi LSLeoma's Landing Homes for Sale in Lake Wales, FLLake Wales, FL · 1.1 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 Oak Ridge (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

Polk 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 Oak Ridge is served by Polk 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.

Public

Polk County Public Schools (verify by address)

Verifyrating

By address

Confirm zoned elementary, middle, and high

Verifyrating

Choice

Magnet and choice options may apply

Verifyrating

Buying with schools in mind? We can confirm the exact zoned schools for any Rolling Oak Ridge address.

The takeaway

What is actually shaping value at Rolling Oak Ridge: an active Lake Wales Property Owners Association, the city growth and investment around downtown Lake Wales, and the wider Polk County housing and corridor picture. Each item is an evergreen observation or a sourced, linked event.

Recent Developments in Rolling Oak Ridge

Development Intelligence

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

Net OutlookBullishAn established, deed-restricted neighborhood near downtown Lake Wales and Bok Tower supports steady demand, with the watch items being the POA dues and restrictions and the pace of Polk County growth and home condition house to house.

Active Lake Wales Property Owners Association

Ongoing

BullishNotable impact

SignificanceRadius: Community

The City of Lake Wales lists a Rolling Oak Ridge POA meeting on its calendar, pointing to active governance and enforced deed restrictions that protect the neighborhood character.

Deed restrictions and POA dues

Ongoing

NeutralMajor impact

SignificanceRadius: Community

Recorded restrictions and association dues shape the carrying cost and what owners can do with a home, so the documents are essential diligence.

Established homes vary by age and condition

Ongoing

NeutralNotable impact

SignificanceRadius: Community

In a settled subdivision the roof, HVAC, and updates differ house to house, so each home has to be inspected and read on its own.

Proximity to downtown Lake Wales and Bok Tower

Ongoing

BullishNotable impact

SignificanceRadius: Area

Closeness to Lake Wailes, the downtown historic district, and Bok Tower Gardens underpins the location case that supports demand.

Lake Wales Ridge elevation

Ongoing

BullishMinor impact

SignificanceRadius: Area

The neighborhood sits on generally higher ground on the Lake Wales Ridge, though flood risk still has to be checked per parcel.

Polk County growth corridor

Ongoing

NeutralNotable impact

SignificanceRadius: Area

Polk County is one of Florida fastest-growing counties, which lifts the wider area but also adds new-build competition for buyers.

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 Oak Ridge, 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 ↓

January 2026
Community
City of Lake Wales lists Rolling Oak Ridge POA meeting on its public calendar
The City of Lake Wales lists a Rolling Oak Ridge Property Owners Association meeting on its official municipal calendar, indicating an organized, active association governing the deed-restricted subdivision. Why it matters: An active POA points to enforced deed restrictions and steady neighborhood governance, a plus for value, though buyers should still read the current dues and restrictions per home. 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 Oak Ridge buying strategy.

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

Read the POA dues and deed restrictions first. In an established association neighborhood, the dues and the rules drive the real carrying cost and what you can do with the home, so read the current documents.

Inspect the specific home and its systems. In a settled subdivision homes vary by age and condition, so the roof, HVAC, and any updates set value more than the address.

Confirm the lot, exposure, and setting. Lot size, trees, and position within the neighborhood differ home to home, so read the parcel, not a community average.

Verify the schools by address. The home is served by Polk County Public Schools with assignment by address that can change, so confirm the zoned schools for the exact home.

Cross-shop the wider Lake Wales market, using the area map, if a different subdivision, lot size, or price tier fits your plan better.

The Quick Decision

Best Buy

An updated home on a strong lot in a well-run association

Biggest Risk

Underreading the POA dues, the restrictions, or deferred home maintenance

Best Lot

A larger or better-positioned lot with updated systems and roof

Smart Timing

Confirm the POA dues, restrictions, and inspection before you offer

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 Oak Ridge is an established deed-restricted single-family subdivision rather than an amenity-driven master plan, so the lifestyle is quiet residential living on the Lake Wales Ridge. The neighborhood is governed by a Property Owners Association with recorded deed restrictions, and area guides describe low annual dues, with Lake Wailes, the downtown Lake Wales historic district, and Bok Tower Gardens all close by. Common areas, rules, and any shared features vary, so confirm the current restrictions, the dues, and what each home includes with the POA before you buy.

Rolling Oak Ridge Homes For Sale

What your money buys in Rolling Oak Ridge.

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

The Entry Home

An older or more dated single-family home, the affordable way into the subdivision, where condition and updates drive value.

Lowest entry

The Core Home

A midsize updated home on a solid lot, the heart of the neighborhood resale market in this established subdivision.

Most inventory

The Top

The most updated homes on the best lots, the houses that hold value best in the neighborhood.

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 ~$900K buys here.

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

The Entry Home

An older or more dated single-family home, the affordable way into the subdivision, where condition and updates drive value.

The Core Home

A midsize updated home on a solid lot, the heart of the neighborhood resale market in this established subdivision.

The Top

The most updated homes on the best lots, the houses that hold value best in the neighborhood.

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 Oak Ridge, 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 Oak Ridge 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 Oak Ridge holds value.

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

Home age and conditionEstablished homes, varies by house, inspect each

POA and deed-restriction readActive association, read current documents

Flood and elevationLake Wales Ridge, verify FEMA zone per parcel

Location and accessDowntown Lake Wales, Bok Tower, US 27 nearby

Lot qualityVaries by parcel, read lot and exposure per home

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 Oak Ridge

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 Oak Ridge is an established subdivision, not a townwide average. The deal is won or lost on the specific home, the lot, the condition, and the POA.

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.

7.1B · Buy Score

Resale Strength7.0/10

Renovation Risk4.8/10

Location Efficiency7.4/10

Long-Term Defensibility7.0/10

Carrying Cost Advantage7.8/10

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 Oak Ridge is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Stellar MLS 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 Stellar MLS 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 Stellar MLS; for orientation, not an appraisal.

15-Second Take

In a subdivision, the home and lot are the asset
Lot size and position vary, read the parcel per home
Confirm the FEMA flood zone for the specific home
Read the deed restrictions before the finishes
Inspect the roof, HVAC, and systems on each home

In an established subdivision, the part of your money the market protects is the specific home and lot, plus the health of the Property Owners Association behind it. A well-positioned, updated home on a good lot in a well-run association holds value better than a dated home with deferred maintenance. The interior can be renovated; the lot, the location, and the deed restrictions cannot. Read the POA documents, the restrictions, and the FEMA flood zone first, then price the condition of the home against them.

The 15-Second Verdict

Rolling Oak Ridge in 15 seconds.

Best forOwner-occupiers who want a settled, deed-restricted Lake Wales home near downtown.

Biggest advantageAn established neighborhood with an active POA near Lake Wailes and Bok Tower.

Biggest riskPOA dues, deed restrictions, and home condition that vary house to house.

Sweet spotAn updated home on a strong lot in a well-run association.

Avoid ifYou want a brand-new home or on-site resort amenities.

POA Dues, Restrictions & Rules

15-Second Take

Read the deed restrictions, not just the dues line
Confirm the current POA dues and any assessments
Ask what the POA covers and what owners maintain
Carry your own homeowner and confirm any flood needs
Verify rules on additions, sheds, and parking per home

This is a deed-restricted subdivision with a Property Owners Association, so an association fee applies and typically covers common-area upkeep and administration of the restrictions. Area guides describe the dues as low, but the dues line alone does not tell the story; the deed restrictions and any pending matters matter just as much. Confirm the current POA dues, the restrictions, and any assessments from the latest association documents for the exact home.

POA fees on an established subdivision like this generally cover common-area maintenance, any shared entrance or signage, and the administration and enforcement of the deed restrictions. Owners maintain their own home and lot and carry their own homeowner insurance. Verify exactly what the fee covers, what the restrictions require, and what each owner is responsible for.

Run Your Numbers

Tools for a Rolling Oak Ridge buy.

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

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxPolk County millage and the homestead picture.Rent vs buyThe breakeven on owning in Rolling Oak Ridge.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 Oak Ridge

Price to the home, the lot, and the condition, not a subdivision average.

Selling here means pricing to your specific home and lot, not a neighborhood-wide estimate. The age and condition of the house, the updates, the roof and systems, the lot, and the strength of the association are what set your number in an established subdivision.

Momentum listings (YTD)

97.98%

Sold-to-list ratio across our market 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 our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Rolling Oak Ridge, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Lake Wales area, 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 Oak Ridge home worth?

Get a no-obligation home value based on real comparable sales in Rolling Oak Ridge 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 Oak Ridge on the map →
Or get your Rolling Oak Ridge home value & selling guide →

Real comps, not a Zestimate.

Price History: What Homes Here Have Actually Sold For

Median sale prices in Rolling Oak Ridge 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.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Polk County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$1,609/mo

Polk County typical true cost to own

$110/mo

Polk County typical home insurance

No CDD

No community development district bond

Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Polk 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 Oak Ridge Market Scorecard

Strong seller's market

Rolling Oak Ridge is currently a strong seller's market. About 1.8 months of supply, a median asking price of $1,019,500, and homes go under contract in about 58 days.

1.8

Months supply

$1,019,500

Median list

$847,500

Median sold

$313

Per sqft

Days on mkt

6/8/41

Active/Pend/Sold

Typical home value in the 32224 ZIP is $456,759, about 13.7% above the Florida norm (Zillow Home Value Index).

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

Live data: Stellar MLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Frequently Asked Questions

Where is Rolling Oak Ridge?

It is an established single-family subdivision in Lake Wales, Polk County, ZIP 33853, set southeast of the downtown Lake Wales historic district and Lake Wailes around the streets near Hunt Drive.

Is Rolling Oak Ridge a real, established community?

Yes. Area real estate guides describe it as a well-established neighborhood, and the City of Lake Wales lists a Rolling Oak Ridge POA meeting on its public calendar, which points to an organized, active association.

Is there a homeowners association?

Yes, it is deed restricted with a Property Owners Association. Area guides describe the dues as low, but confirm the current POA dues, the deed restrictions, and any pending matters from the association documents for the exact home.

When were the homes built?

It is described as an established neighborhood of midsize homes, so ages and conditions vary house to house. We did not confirm a single build year, so verify the year built and any updates for the specific home with the listing.

What kind of homes are in Rolling Oak Ridge?

It is a single-family detached subdivision of midsize, reasonably priced homes. Lot sizes, ages, and conditions vary, so read each home and its lot on its own rather than a community average.

Is it a 55+ or age-restricted community?

We did not find evidence that Rolling Oak Ridge is 55+ or age-restricted, so it appears to be an all-ages deed-restricted subdivision. Confirm the deed restrictions on the exact home, since restrictions can vary.

What does the POA fee cover?

It typically covers common-area upkeep and administration and enforcement of the deed restrictions. Owners maintain their own home and lot and carry their own insurance. Confirm the exact inclusions and dues from the current association documents.

Are there deed restrictions I should know about?

Yes. As a deed-restricted subdivision with an active POA, there are recorded restrictions that can govern additions, sheds, parking, and exterior changes. Read the current restrictions before you offer so you know what is allowed on the home.

Are there amenities like a pool or golf course?

We did not find evidence of on-site resort amenities such as a pool or golf course; this is a residential subdivision. The draw is the location and the homes, not amenities. Confirm any common areas with the POA.

What is nearby?

Lake Wailes, the downtown Lake Wales historic district, and Bok Tower Gardens are all close, with US 27 and the wider Polk County corridors a reasonable drive. Confirm real drive times for your routine.

What schools serve Rolling Oak Ridge?

It is part of Polk County Public Schools, with assignment by address that can change. Confirm the exact zoned elementary, middle, and high schools for the specific home, and note that magnet and choice options may apply.

Do I need flood insurance here?

The subdivision sits on the Lake Wales Ridge, generally higher ground, but flood risk depends on the exact parcel. Always check the FEMA flood zone for the specific home and get an insurance quote before you buy.

Is Rolling Oak Ridge a good investment?

A settled, deed-restricted address near downtown Lake Wales and Bok Tower supports demand, but this is resale, so the specific home, the lot, the condition, and the POA drive the outcome. This is not a guarantee of future value; read the home and the documents.

How does it compare to other Lake Wales neighborhoods?

Lake Wales has a mix of established subdivisions and newer developments at varying price tiers. Which is the better buy depends on your budget, lot needs, and whether you prefer an established neighborhood or new construction. Use the area map to cross-shop.

Who is the best real estate agent for Rolling Oak Ridge?

The best agent for Rolling Oak Ridge is one who actively works Lake Wales 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 Oak Ridge.

How do I find a top Lake Wales real estate agent who knows Rolling Oak Ridge?

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 Oak Ridge and the wider Lake Wales area.

Can Momentum Realty connect me with an agent for Rolling Oak Ridge?

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

The Verdict

Should you buy in Rolling Oak Ridge?

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

Owner-occupiers who want a settled, deed-restricted Lake Wales homeExcellent fit

Buyers who value an established neighborhood over new constructionExcellent fit

Buyers who want to be near downtown Lake Wales, Lake Wailes, and Bok TowerExcellent fit

Buyers who will read the POA dues, restrictions, and home closelyExcellent fit

Buyers who want a quiet residential setting on the Lake Wales RidgeExcellent fit

Buyers who want a brand-new home with a builder warrantyProbably not

Anyone unwilling to verify POA dues and deed restrictions per the documentsProbably not

Buyers who want resort amenities, a gate, or a golf course on siteProbably not

Buyers who need to be inside a major metro rather than the Lake Wales RidgeProbably not

Buyers unwilling to inspect each home for age and conditionProbably not

Get the inside read on Rolling Oak Ridge

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

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

Rolling Oak Ridge median home price history from 2012 to 2026, chart by Momentum Realty — Median sale price in Rolling Oak Ridge, Florida by year (2012 to 2026). Source: Momentum Realty.

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. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing; deemed reliable but not guaranteed by MLS GRID.

Rolling Oak Ridge

The 60-Second Overview

Who Rolling Oak Ridge is best for.

Best for

Probably not for

How Rolling Oak Ridge is performing right now

Rolling Oak Ridge on the map.

How far is everything?

Nearby Communities

Schools

Polk County Public Schools (verify by address)

Confirm zoned elementary, middle, and high

Magnet and choice options may apply

Recent Developments in Rolling Oak Ridge

Active Lake Wales Property Owners Association

Deed restrictions and POA dues

Established homes vary by age and condition

Proximity to downtown Lake Wales and Bok Tower

Lake Wales Ridge elevation

Polk County growth corridor

City of Lake Wales lists Rolling Oak Ridge POA meeting on its public calendar

The Rolling Oak Ridge buying strategy.

The full read, only if you want it.

What your money buys in Rolling Oak Ridge.

What ~$900K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Rolling Oak Ridge holds value.

5 Mistakes Buyers Make in Rolling Oak Ridge

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 Oak Ridge is different.

Which Lots & Views Hold Value Best

Rolling Oak Ridge in 15 seconds.

POA Dues, Restrictions & Rules

Tools for a Rolling Oak Ridge buy.

Price to the home, the lot, and the condition, not a subdivision average.

In Rolling Oak Ridge, condition and view decide your number

What is your Rolling Oak Ridge home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Rolling Oak Ridge Market Scorecard

Frequently Asked Questions

Should you buy in Rolling Oak Ridge?

Get the inside read on Rolling Oak Ridge

You are all set.

Need to sell fast in Polk County?

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

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