Leesburg Chesterbrook 02
Condos for Sale in Leesburg, FL

Leesburg Chesterbrook 02 Condo market snapshot (as of September 12, 2026): the median sale price is about $75K ($53 per sq ft over the trailing 12 months of closed sales), a median 113 days on market for closed sales, and 8.0 months of supply, a buyer-leaning market. The trailing-12-month median is up 7% from the prior 12 months, computed from record-level Stellar MLS closed sales (3 closings in the current window).

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.

Stellar MLS sales records identify 17 homes in Leesburg Chesterbrook 02 Condo that have changed hands since 2015, built between 1979 and 1980 (median 1980), with a median living area of about 1,413 sq ft and a typical 3-bedroom, 2-bath layout; 100% are condominiums. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

A modestly priced condo enclave in Leesburg where the market moves slowly and thin recent sales volume means individual condition and pricing matter more than any headline average.

Two numbers define the trade here: a long median of 113 days on market and only three closings in the tracked window. That combination means comparables are scarce and slightly stale, so pricing is more art than formula. When data is thin, the physical unit — its updates, its floor, its carrying costs — tells you more than the neighborhood average does.

The 15.4% year-over-year move is worth respecting but not overreading on such low volume; a single strong or weak sale can swing a small sample. For a buyer, the slow pace is leverage: there is time to inspect, question HOA finances, and negotiate. For a seller, that same pace is the warning — an aspirational price will simply sit.

In a thin market with few recent closings, guessing at price is expensive. We work the individual comps, dig into HOA reserves and assessment history, and pace the negotiation to a market that rewards patience — so buyers do not overpay and sellers do not sit past 113 days by default.

Listings in this community report association dues of about $758 per month ($9,096 a year) — the median AssociationFee across 20 MLS records, normalised to a monthly figure; most are billed monthly. 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.