Oakhill Park
Homes for Sale in Leesburg, FL

Community in Leesburg · Lake County
87 homesBuilt 1939–1980
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily
Live · Oakhill Park Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 0 a year
Ownership and context
47%
Owner-occupied · Oakhill Park
41 of 87 parcels homesteaded (FL DOR 2025)
53%
Non-owner-occupied · Oakhill Park
incl. 20% trust or LLC-held · 9% out-of-state
87
Homes in the community
87 residential parcels (FL DOR 2025)
Track record · 22 years of records
Est. 1939
Community established
homes built 1939-1980, median 1959 (FL DOR 2025)
0
Failed listings · 2025
peaked at 12 in 2007
1.1%/yr
Turnover rate
about 1 of 87 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oakhill Park is an older, small-footprint pocket of Leesburg. The homes date from 1939 to 1980, with a median build year of 1959 and a median around 1,088 square feet. In a stock this age and this compact, price is driven almost entirely by condition and updates rather than square footage. A renovated system-by-system home and a deferred-maintenance shell can sit on the same street and trade far apart, so the spread here is wide and hard to summarize with a single figure.

With homestead occupancy at roughly 47 percent, close to half of these homes are held as something other than owner-occupied primary residences, which tells you rental and investor interest is real. For a buyer, that means competition on the well-priced, move-in-ready homes and more negotiating room on the ones that need work. For a seller, honest presentation of what's been updated matters more than staging; buyers here are pricing the bones.

Best for

  • Renovation-minded buyers willing to update an older, compact home
  • Investors seeking a small footprint with existing rental activity nearby
  • Buyers prioritizing a Leesburg location over square footage

Probably not for

  • Buyers who need substantial living space and open modern floor plans
  • Anyone wanting a turnkey home with no maintenance risk
  • Buyers uncomfortable budgeting for roof, HVAC, or system replacement

The market around Oakhill Park

Oakhill Park is a small community — 57 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

Across Lake County, 3,176 homes are active and 1,107 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Oakhill Park specifically. Momentum Research analysis of MLS records.

If we were buying in Oakhill Park today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Oakhill Park.

Best Buy
Buyers comfortable with older, smaller homes and the work they may need.
Biggest Risk
Mid-century systems carry deferred-maintenance costs that vary home to home.
Sweet Spot
An updated home where the major systems have already been addressed.
Avoid If
You want large, move-in-ready new construction with minimal upkeep.

Reading an older, small-footprint market

The defining trait here is age and scale: a median build year of 1959 and a median living area near 1,088 square feet. Homes from this era carry the questions you'd expect — roof, electrical, plumbing, and HVAC condition — and those line items, more than location within the neighborhood, decide what a given home is worth. Ask for permits and documentation on any major updates before you anchor to a price.

The mix of homestead and non-homestead ownership, split close to evenly, shapes inventory behavior. Investor-held homes turn over on different timelines and are more often sold as-is, while owner-occupied homes tend to show the updates a buyer would want to move into. Knowing which you're looking at changes both your inspection strategy and your offer.

The location and the amenities are priced into every listing in Oakhill Park. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a neighborhood where condition sets the price, our job is to separate the cosmetic from the structural before you commit. We'll walk the systems, read the permit history, and tell you plainly when a home's asking price is really a renovation budget in disguise. That candor protects buyers from overpaying and helps sellers set a number the bones can actually support.

Oakhill Park in 15 seconds.

Best forBuyers comfortable with older, smaller homes and the work they may need.
Biggest advantageCondition-driven pricing means disciplined buyers can find real value.
Biggest riskMid-century systems carry deferred-maintenance costs that vary home to home.
Sweet spotAn updated home where the major systems have already been addressed.
Avoid ifYou want large, move-in-ready new construction with minimal upkeep.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Oakhill Park sales matched to your home.

What is your Oakhill Park home worth?

Get a no-obligation home value based on real comparable sales in Oakhill Park, 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 Oakhill Park on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Oakhill Park?
The Florida DOR 2025 assessment roll shows 87 homes in Oakhill Park (public records).
What share of Oakhill Park is owner-occupied?
47% of Oakhill Park parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oakhill Park built?
Homes in Oakhill Park were built between 1939 and 1980, with a median year built of 1959 (FL DOR 2025 roll).
Who is the best real estate agent for Oakhill Park?
The best agent for Oakhill Park is one who actively works Leesburg and knows the community's pricing, fees, 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 Oakhill Park.
How do I find a top Leesburg real estate agent who knows Oakhill Park?
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 Oakhill Park and the wider Leesburg area.
Can Momentum Realty connect me with an agent for Oakhill Park?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oakhill Park purchase or sale - no call center and no pressure.
Renovation-minded buyers willing to update an older, compact homeExcellent fit
Investors seeking a small footprint with existing rental activity nearbyExcellent fit
Buyers prioritizing a Leesburg location over square footageExcellent fit
Buyers who need substantial living space and open modern floor plansProbably not
Anyone wanting a turnkey home with no maintenance riskProbably not
Buyers uncomfortable budgeting for roof, HVAC, or system replacementProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34748))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2004 (35 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

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The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.

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