Pine Island Shores
Homes for Sale in Leesburg, FL

Community in Leesburg · Lake County
131 homesBuilt 1930–2024
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Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily
Live · Pine Island Shores 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 1 a year
Ownership and context
83%
Owner-occupied · Pine Island Shores
110 of 132 parcels homesteaded (FL DOR 2025)
17%
Non-owner-occupied · Pine Island Shores
incl. 5% trust or LLC-held · 4% out-of-state
33%
Cash buyers · Pine Island Shores
1 of 3 sales, 12 mo ending June 2023
131
Homes in the community
plus 1 vacant residential lots · 132 residential parcels (FL DOR 2025)
Track record · 22 years of records
Est. 1930
Community established
homes built 1930-2024, median 1984 (FL DOR 2025)
0
Failed listings · 2025
peaked at 2 in 2011
0.8%/yr
Turnover rate
about 1 of 131 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Pine Island Shores is defined by age spread, not a single price band. With homes built anywhere from 1930 to 2024 and a median year built of 1984, what you pay here is driven overwhelmingly by condition and vintage rather than by neighborhood tier. A renovated older home and a tired one can sit on the same street, and the gap between them is real.

This is a small pool — 131 homes — with a high owner-occupied posture; the homestead share sits at roughly 83%. That means turnover is thin and inventory is chosen, not flooded. Sellers with an updated, correctly-priced home have leverage; buyers should expect to move deliberately and to underwrite condition carefully before assuming any two homes are comparable.

Best for

  • Buyers content with a right-sized home near the median 1,786-square-foot footprint rather than something large
  • Owner-occupants planning to stay, comfortable in a low-turnover, predominantly owner-held pocket
  • Buyers willing to weigh an older home's condition and possibly budget for updates in exchange for character

Probably not for

  • Buyers who need a broad, active inventory with many side-by-side comparables
  • Buyers who want uniform, same-era construction and predictable finishes across the neighborhood
  • Investors counting on quick turnover, since the high owner-occupied share keeps listings thin

The market around Pine Island Shores

Pine Island Shores is a small community — 12 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 Pine Island Shores specifically. Momentum Research analysis of MLS records.

If we were buying in Pine Island Shores 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 Pine Island Shores.

Best Buy
Buyers who want a modest footprint in an established, owner-occupied Leesburg pocket.
Biggest Risk
Condition varies sharply, so underwriting each home matters more than any headline price.
Sweet Spot
An updated mid-century home with sound systems and a sensible layout.
Avoid If
You need deep inventory and lots of directly comparable homes to choose from.

A neighborhood measured in vintages, not tiers

The 1930-to-2024 build range is the headline. In practice you are shopping across several eras of construction on a median footprint of about 1,786 square feet — modest, manageable, and rarely oversized. Older homes may carry original systems and layouts; newer builds trade that character for current construction. Neither is inherently the better buy, but they are priced for very different reasons.

Because the neighborhood is small and heavily owner-occupied, listings do not come in waves. That thins your comparison set and puts a premium on getting condition, roof, and mechanicals right before you commit. On the sell side, the same scarcity means a well-prepared home does not have to compete against a dozen lookalikes.

The location and the amenities are priced into every listing in Pine Island Shores. 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 market this small and this vintage-driven, the number that matters is not a list price — it is what a specific home's condition justifies. We underwrite each property on its own systems, age, and updates rather than leaning on a thin set of comparables, and we tell you plainly when an older listing's price assumes work that has not been done.

Pine Island Shores in 15 seconds.

Best forBuyers who want a modest footprint in an established, owner-occupied Leesburg pocket.
Biggest advantageA wide range of vintages, from prewar to new, on a compact and manageable median size.
Biggest riskCondition varies sharply, so underwriting each home matters more than any headline price.
Sweet spotAn updated mid-century home with sound systems and a sensible layout.
Avoid ifYou need deep inventory and lots of directly comparable homes to choose from.

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 Pine Island Shores sales matched to your home.

What is your Pine Island Shores home worth?

Get a no-obligation home value based on real comparable sales in Pine Island Shores, 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 Pine Island Shores on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Pine Island Shores?
The Florida DOR 2025 assessment roll shows 131 homes plus 1 vacant residential lots in Pine Island Shores (public records).
What share of Pine Island Shores is owner-occupied?
83% of Pine Island Shores parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Pine Island Shores built?
Homes in Pine Island Shores were built between 1930 and 2024, with a median year built of 1984 (FL DOR 2025 roll).
Do cash buyers compete in Pine Island Shores?
Cash buyers took 33% of Pine Island Shores sales in the 12 months ending June 2023 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for Pine Island Shores?
The best agent for Pine Island Shores 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 Pine Island Shores.
How do I find a top Leesburg real estate agent who knows Pine Island Shores?
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 Pine Island Shores and the wider Leesburg area.
Can Momentum Realty connect me with an agent for Pine Island Shores?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Pine Island Shores purchase or sale - no call center and no pressure.
Buyers content with a right-sized home near the median 1,786-square-foot footprint rather than something largeExcellent fit
Owner-occupants planning to stay, comfortable in a low-turnover, predominantly owner-held pocketExcellent fit
Buyers willing to weigh an older home's condition and possibly budget for updates in exchange for characterExcellent fit
Buyers who need a broad, active inventory with many side-by-side comparablesProbably not
Buyers who want uniform, same-era construction and predictable finishes across the neighborhoodProbably not
Investors counting on quick turnover, since the high owner-occupied share keeps listings thinProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (4 streets, ZIP 34788))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2004 (17 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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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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