The Cloisters Boca Raton homes for sale & neighborhood guide.

The Cloisters has a “boutique” feel that’s hard to find in Central Boca. With only 100 homes and a gated entry, the neighborhood stays quiet and private, with very little through-traffic. It’s one of those communities that many buyers overlook until they drive it—then it immediately feels different.

Architecturally, the neighborhood stands out. Homes are known for dramatic ceiling heights, large windows, and non-cookie-cutter layouts that don’t feel like typical subdivision templates. Because one of the original builders also built homes in New Floresta, the design language is similar—timeless and substantial—just with the added privacy of a gate.

Being part of Boca Del Mar comes with a nice lifestyle benefit: residents enjoy beautifully maintained surrounding roads, medians, and landscaping without a heavy HOA burden. For buyers who want a gated community feel without country-club dues or massive amenity fees, The Cloisters tends to check a lot of boxes.

Neighborhood snapshot

• Location: Boca Del Mar, Central Boca Raton.
• Total homes: 100 single-family residences.
• Gated: Yes.
• HOA: Reported around ~$141/month (as of 2026; verify) + Boca Del Mar Master Association.
• Years built: Primarily mid-1980s to mid-1990s.
• Home sizes: ~2,400–3,900 sq ft living.
• Lot sizes: ~7,500–23,700 sq ft (some lots meaningfully larger than others).
• Pools: ~95%+ of homes have private pools.
• Garages: Mix of 2-car and some 3-car garages.
• Water / views: ~22% of homes back to canal with Deer Creek Golf Course views.
• Vibe: Quiet, private, architecturally impressive.

Canal lots & Deer Creek Golf Course views

A major “insider” perk here is the canal curve along the eastern side of the community. These homes often enjoy relaxing water views with sightlines toward Deer Creek Golf Course. And there’s a practical benefit: canal lots can receive irrigation water, which may reduce watering costs for larger yards (always verify current availability and any rules).

Homes & architecture

Homes in The Cloisters were built to feel substantial—more like boutique custom homes than production tract builds. You’ll see more architectural variety here than in many gated communities with similar price positioning.

• Non-cookie-cutter design with strong curb appeal and timeless architecture.
• Mix of one- and two-story floor plans.
• Known for dramatic ceilings and large windows.
• Built on a range of lot sizes—some significantly larger than others.
• Most homes fall roughly in the ~2,400–3,900 sq ft range.
• Nearly all homes have private pools.
• Some homes feature 3-car garages (most are 2-car).

Real estate market insights

With only 100 homes, inventory is naturally limited. When properties come to market, value typically hinges on: renovation level, lot size, ceiling height / layout appeal, and whether the home is positioned on the canal curve with golf views.

• Best-performing listings: updated interiors + strong ceiling height + usable outdoor space + clean roof/impact/systems profile.
• Canal lots: often command stronger demand due to views and setting.
• Older homes: many buyers factor renovation scope into pricing—especially kitchens, baths, windows/doors, and roof age.

Pros & cons of living in The Cloisters

Pros

• Gated privacy in a small, quiet 100-home community.
• Architecturally distinct homes with dramatic ceilings and strong layouts.
• ~95%+ of homes have private pools.
• Canal lots with Deer Creek Golf Course views (~22% of homes).
• Reasonable monthly carrying costs for a gated community (verify current HOA + master association).
• Boca Del Mar setting with well-maintained surrounding roads/landscaping.

Cons

• Limited inventory—options can be tight and timing matters.
• Homes are not new construction; many buyers will want to renovate/update depending on condition.
• Not an amenity-heavy neighborhood (no massive tennis complex, gym campus, etc.).
• HOA and master association rules/fees should always be verified for current accuracy.

Drone tour & visuals

Drone footage works well here because it highlights the quiet loop layout, cul-de-sac feel, canal curve, and how the community sits inside the Boca Del Mar / Central Boca grid.

Note: HOA dues, master association fees, irrigation arrangements, and community rules can change—always confirm current documents before relying on them.