Pine Island Shores
Homes for Sale in Leesburg, FL
All 625 homes for sale in Leesburg, FL · median $285,000 · 141 homes for sale in 34788 · Lake County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 17 closed sales in Pine Island Shores in Leesburg, FL since 2004, the most recent in February 2026. 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).
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.
Nearby homes for sale
No active listings inside Pine Island ShoresHomes 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
Pine Island Shores in Leesburg is a compact, predominantly owner-occupied pocket in Lake County where housing stock ranges from prewar to brand-new, so the story here is condition and vintage more than any single price point.
Stellar MLS sales records identify 17 homes in Pine Island Shores that have changed hands since 2005, built between 1950 and 1994 (median 1979), with a median living area of about 2,166 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 Pine Island Shores across 2024–2025 (1 in 2024, 2 in 2025), median $455,000 — 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 Pine Island Shores is best for.
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 too small for its own price trend, so here is the market around it.
In ZIP 34788, 178 homes are on the market and 16% 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 34788 (Leesburg), 330 homes closed in the last 12 months at a median of $250K ($160/sq ft), down 2.7% year over year, with a median 69 days on market. Right now 81 active and 22 pending listings put supply at about 4.2 months — a buyer's market. See the live ZIP 34788 housing market and the Lake County market.
ZIP and county figures describe the wider market, not Pine Island Shores specifically. Momentum Research analysis of MLS records.
The Pine Island Shores buying strategy.
If we were buying in Pine Island Shores 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 Pine Island Shores.
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.
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.
HOA, CDD & Fees
- HOA dues reported around $3/month · median of 12 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $3 per month — the median AssociationFee across 12 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.
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 Pine Island Shores 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 Pine Island Shores sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Pine Island Shores, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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 all homes for sale in Leesburg →
Should you buy in Pine Island Shores?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 19, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-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.
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.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Pine Island Shores fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Pine Island Shores
Where is Pine Island Shores?
Pine Island Shores is a community in Leesburg, Lake County, Florida, ZIP 34788.
Are there homes for sale in Pine Island Shores right now?
No active listings inside Pine Island Shores at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Pine Island Shores have an HOA or CDD?
No HOA is on record for Pine Island Shores 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
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Lake County or the full Neighborhood Finder.
Nearby Communities
Explore more neighborhoods near Pine Island Shores with Momentum Realty’s local guides.
Pine Island Shores Market Scorecard
Pine Island Shores is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 34788 ZIP is $281,058, about 2.0% below the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.