Oak Park Homesites
Homes for Sale in Leesburg, FL

Community in Leesburg · Lake County
18 homesBuilt 1929–1974
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Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · Oak Park Homesites Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
83%
Owner-occupied · Oak Park Homesites
15 of 18 parcels homesteaded (FL DOR 2025)
17%
Non-owner-occupied · Oak Park Homesites
incl. 6% trust or LLC-held · 0% out-of-state
18
Homes in the community
18 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1929
Community established
homes built 1929-1974, median 1949 (FL DOR 2025)
0
Failed listings · 2010
peaked at 1 in 2008
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Oak Park Homesites is a small, older pocket of Leesburg housing stock, with homes dating from 1929 to 1974 and a median build year of 1949. That vintage, combined with a median living area just over 1,000 square feet, means condition and updates do most of the talking on value here, not square footage or new construction premiums. With only 18 homes in the community, there is not enough turnover to establish a tight price band, so each listing should be evaluated on its own renovation history and lot rather than compared broadly to a neighborhood average.

The high homestead share, at roughly 83%, tells you this is a community of long-held, owner-occupied homes rather than a churn-heavy rental or flip market. That posture favors buyers willing to do some legwork finding the occasional listing, since inventory here moves slowly and infrequently. Sellers should expect a smaller buyer pool focused specifically on early-to-mid-20th-century homes rather than broad market demand.

Best for

  • Buyers prioritizing an established Leesburg location over new-build square footage
  • Buyers who plan to renovate an older home and want the flexibility of a smaller floor plan
  • Buyers comfortable with limited, infrequent inventory and willing to wait for the right listing

Probably not for

  • Buyers who want move-in-ready construction from the last decade or two
  • Buyers expecting community amenities like a pool, clubhouse, or organized common space
  • Buyers who need a larger, wide selection of comparable homes to choose from at any given time

The market around Oak Park Homesites

Oak Park Homesites is a small community — 2 recorded sales on file, most recently in 2010 — 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 Oak Park Homesites specifically. Momentum Research analysis of MLS records.

If we were buying in Oak Park Homesites 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 Oak Park Homesites.

Best Buy
Buyers looking for an older, smaller-footprint home in Leesburg rather than new construction.
Biggest Risk
With only 18 homes, inventory is thin and comparables can be hard to pin down.
Sweet Spot
Buyers comfortable evaluating a home built between 1929 and 1974 on its individual condition and updates.
Avoid If
You are seeking a community with organized amenities like a pool or clubhouse.

A Small, Older Footprint

The build range here, 1929 to 1974, spans multiple eras of construction, which means buyers touring this community will encounter real differences in structural systems, layouts, and prior renovation quality from one address to the next. With a median build year of 1949, most homes are pushing toward or past the century mark in original construction, and the median living area of just over 1,061 square feet reflects the smaller-footprint building conventions of that period rather than the larger floor plans common in newer subdivisions.

There is no identified community amenity package tied to Oak Park Homesites in current MLS data, so this is not a community bought for shared pools, clubhouses, or HOA-maintained common space. The value proposition is the individual home and its lot, plus a Leesburg location, rather than a bundled lifestyle amenity. With only 18 homes total, buyers should expect limited concurrent inventory and should be prepared to move when something in the right condition comes up rather than expecting a steady rotation of comparable listings.

The location and the amenities are priced into every listing in Oak Park Homesites. 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 small, older community like this, the difference between homes is rarely visible from the listing photos alone. Momentum agents walk these properties with an eye toward what era-specific systems and renovations actually cost to bring current, so you are pricing the home you are getting rather than the one advertised.

Oak Park Homesites in 15 seconds.

Best forBuyers looking for an older, smaller-footprint home in Leesburg rather than new construction.
Biggest advantageA high homestead share signals long-term ownership patterns rather than a fast-turnover rental market.
Biggest riskWith only 18 homes, inventory is thin and comparables can be hard to pin down.
Sweet spotBuyers comfortable evaluating a home built between 1929 and 1974 on its individual condition and updates.
Avoid ifYou are seeking a community with organized amenities like a pool or clubhouse.

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 Oak Park Homesites sales matched to your home.

What is your Oak Park Homesites home worth?

Get a no-obligation home value based on real comparable sales in Oak Park Homesites, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Oak Park Homesites?
The Florida DOR 2025 assessment roll shows 18 homes in Oak Park Homesites (public records).
What share of Oak Park Homesites is owner-occupied?
83% of Oak Park Homesites parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Oak Park Homesites built?
Homes in Oak Park Homesites were built between 1929 and 1974, with a median year built of 1949.0 (FL DOR 2025 roll).
Who is the best real estate agent for Oak Park Homesites?
The best agent for Oak Park Homesites 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 Oak Park Homesites.
How do I find a top Leesburg real estate agent who knows Oak Park Homesites?
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 Oak Park Homesites and the wider Leesburg area.
Can Momentum Realty connect me with an agent for Oak Park Homesites?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Oak Park Homesites purchase or sale - no call center and no pressure.
Buyers prioritizing an established Leesburg location over new-build square footageExcellent fit
Buyers who plan to renovate an older home and want the flexibility of a smaller floor planExcellent fit
Buyers comfortable with limited, infrequent inventory and willing to wait for the right listingExcellent fit
Buyers who want move-in-ready construction from the last decade or twoProbably not
Buyers expecting community amenities like a pool, clubhouse, or organized common spaceProbably not
Buyers who need a larger, wide selection of comparable homes to choose from at any given timeProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34748))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2006 (8 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.

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