Westside Oaks
Homes for Sale in Leesburg, FL
All 632 homes for sale in Leesburg, FL · median $285,000 · 466 homes for sale in 34748 · Lake County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 18 closed sales in Westside Oaks in Leesburg, FL since 2005, the most recent in June 2025. Across Leesburg as a whole, 836 homes closed in the last 12 months at a median of $282,000, 71 median days on market, with 305 homes for sale today. At that median and Lake County's FY2025-26 rate of 16.65 mills, annual property tax runs about $4,690 ($4,020 with the full homestead exemption).
Westside Oaks is a small pocket in Leesburg — just 43 homes — with a median build year of 1990 and a stock that reaches back to 1932. That spread matters more than any single number: what sets price here is condition and what has actually been done to a given house, not a tidy comp set. Two homes on the same street can trade very differently depending on systems, roof, and updates.
With a median living area right around 1,051 square feet, this is a compact-home market. The homestead share sits just under half, meaning a meaningful portion of the homes are not owner-occupied as a primary residence. For a buyer, that argues for careful inspection and a close read of each property on its own merits. For a seller, it means the burden is on you to document condition and updates — the market will not assume them.
Nearby homes for sale
No active listings inside Westside OaksHomes for Sale in Leesburg, FL right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
A tight, older enclave in Leesburg where the homes run smaller and vary widely in age and condition; this is a place you price house by house, not by the block average.
Stellar MLS sales records identify 14 homes in Westside Oaks that have changed hands since 2005, built between 1987 and 1996 (median 1994), with a median living area of about 1,163 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 3 qualified sales in Westside Oaks across 2024–2025 (2 in 2024, 1 in 2025), median $220,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Westside Oaks is best for.
Best for
- Buyers seeking a smaller, established home who value condition over size
- Renovation-minded buyers comfortable with older construction and willing to update
- Investors evaluating each property on its own numbers rather than a neighborhood average
Probably not for
- Buyers who need substantially more than roughly 1,000 square feet of living space
- Anyone wanting new construction or a uniform, recently built subdivision
- Buyers who need a deep set of recent comparable sales to feel confident on price
The market around Westside Oaks
Westside Oaks is too small for its own price trend, so here is the market around it.
In ZIP 34748, 583 homes are on the market and 18% are under contract — a slower corner of Leesburg.
Across Lake County, 3,179 homes are active and 1,077 pending (25% under contract).
In ZIP 34748 (Leesburg), 1,072 homes closed in the last 12 months at a median of $290K ($161/sq ft), down 2.6% year over year, with a median 70 days on market. Right now 240 active and 63 pending listings put supply at about 5.0 months — a buyer's market. See the live ZIP 34748 housing market and the Lake County market.
ZIP and county figures describe the wider market, not Westside Oaks specifically. Momentum Research analysis of MLS records.
Westside Oaks by the numbers
From county property records and closed MLS sales for the Westside Oaks subdivision: 8 homes on record; built 1987–1995; typical size about 1,175 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2006 | 1 | $125,000 |
| 2011 | 1 | $40,000 |
| 2014 | 1 | $52,000 |
| 2022 | 2 | $192,450 |
| 2024 | 1 | $220,000 |
| 2025 | 1 | $215,000 |
Newest recorded sale: $215,000 on 2025-06-27.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Westside Oaks buying strategy.
If we were buying in Westside Oaks today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 Westside Oaks.
A condition-driven small market
The defining feature of Westside Oaks is age range paired with scale. With build years spanning 1932 to 1998 and a median of 1990, you are looking at everything from pre-war construction to late-century homes, all inside a footprint of only 43 properties. Small counts mean thin comps, and thin comps mean each sale carries outsized weight in how the next one is judged.
Compact square footage — a median near 1,051 — keeps these homes accessible in profile, but it also means renovations and additions can move value disproportionately. Because the homestead share is under half, expect a mix of uses across the community. None of that is a negative; it simply rewards buyers and sellers who treat each home as its own case rather than leaning on neighborhood-wide assumptions.
The location and the amenities are priced into every listing in Westside Oaks. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a 43-home market with a wide age range and few clean comps, pricing is judgment work, not arithmetic. We walk the house, weigh its condition against an older and varied stock, and set a number we can defend with a straight face — whether we are advising you to list or to walk. That is the whole job here.
Westside Oaks in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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.
Tools for a Westside Oaks buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Westside Oaks sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westside Oaks, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Westside Oaks home worth?
Get a no-obligation home value based on real comparable sales in Westside Oaks, 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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Should you buy in Westside Oaks?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2005 (18 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?
You just read the data. Now see what your home is worth.
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 local comps.
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Common questions about Westside Oaks
Where is Westside Oaks?
Westside Oaks is a community in Leesburg, Lake County, Florida, ZIP 34748.
How many homes are in Westside Oaks?
County property records list 8 homes in Westside Oaks, built between 1987 and 1995; the typical home is about 1,175 heated square feet.
What do homes in Westside Oaks sell for?
Westside Oaks has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2025 (1 sale, median $215,000). For context, ZIP 34748 has 583 homes on the market with 18% under contract.
Are there homes for sale in Westside Oaks right now?
No active listings inside Westside Oaks at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Westside Oaks have an HOA or CDD?
No HOA is on record for Westside Oaks in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
More Leesburg & Lake County guides
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