MONTGOMERY SQUARE
Homes for Sale in ALTAMONTE SPRINGS, FL

MONTGOMERY SQUARE market snapshot (as of August 2, 2026): the median sale price is about $235K ($222 per sq ft over the trailing 12 months of closed sales), and a median 5 days on market for closed sales.

MONTGOMERY SQUARE is a community of 116 homes in ALTAMONTE SPRINGS, Seminole County, built between 1980 and 1984 (median 1983), with a median living area of about 1,039 square feet. 41% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Montgomery Square is a compact, deed-restricted community of just over a hundred homes built in the early 1980s, with a homestead share near 41% — meaning a meaningful share of units turn over as non-primary-residence purchases, which is worth understanding before you buy in.

• Forest City Elementary · Elementary
• Milwee Middle · Middle
• Lyman High · High

Zoned schools reflect the assignments reported on recent MONTGOMERY SQUARE listings and can change; always confirm with Seminole County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any MONTGOMERY SQUARE address.

With only 116 homes total and zero currently active, Montgomery Square doesn't behave like a typical open market — it behaves like a waitlist. The six-closing window used for this snapshot reflects how thin the actual transaction flow is; there simply aren't many units changing hands at any given time, and when one does, it tends to move in under a week based on the median days-on-market of 4.5.

Every home here was built within a five-year span (1980–1984), so the usual reasons for price spread — different construction eras, wildly different layouts — mostly don't apply. What does drive value differences between units is condition and any interior updates, since the underlying structure, unit sizing, and age are close to uniform across the community. The amenity package — pool, tennis courts, community mailbox, reclaimed-water irrigation — is standard clubhouse-era infrastructure for a property of this vintage, confirmed through MLS listing data and worth a direct check with the HOA before you write an offer.

A community with zero active listings and a handful of closings every few months isn't one you can shop passively — you need someone tracking it closely enough to know the moment something is about to list. We watch communities like Montgomery Square specifically for that lead time, and we can walk you through the deed restrictions and HOA amenity terms before you're competing against other buyers on a five-day clock.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.