Community GuideUpdated April 2026 · By Maggie Rosario, Broker Associate

Living in The Villages, Florida:
The Complete 55+ Buyer's Guide

"The Villages is not just a community — it is a lifestyle that has redefined what retirement in America looks like. After guiding dozens of buyers through their purchase here, I can tell you: there is nothing else quite like it in the world."
— Maggie Rosario, Broker Associate, FL55Living

Quick Facts

Location

Marion, Sumter & Lake Counties, FL

Residents

130,000+ (world's largest 55+ community)

Home Prices

$250,000 – $900,000+

CDD Fees

$150 – $400/month (varies by district)

HOA Fees

~$195/month (The Villages amenity fee)

Golf Courses

50+ executive & championship courses

Town Squares

3 (Lake Sumter Landing, Brownwood, Spanish Springs)

Age Restriction

At least one resident must be 55+

What Makes The Villages Unlike Any Other Community?

With over 130,000 residents spread across three counties, The Villages is not just the largest 55+ community in the United States — it is the largest in the world. But size alone does not explain its magnetic appeal. What draws people from across the country and around the globe is a complete, self-contained lifestyle ecosystem unlike anything else in residential real estate.

At its core, The Villages is built around the golf cart. Residents use their carts to get everywhere — from the grocery store to the doctor's office to the nightly live entertainment at one of three iconic town squares. There are over 750 miles of dedicated golf cart paths, making car ownership almost optional for daily life. This infrastructure alone transforms the experience of retirement in ways that are difficult to appreciate until you live it.

The community operates on a model of perpetual activity. With over 3,000 clubs and activities — from pickleball and softball to art studios and language classes — the challenge is not finding something to do. It is choosing between the dozens of options available on any given day.

Understanding The Villages' CDD Structure

One of the most important — and most misunderstood — aspects of buying in The Villages is its Community Development District (CDD) structure. The Villages is divided into dozens of individual CDDs, each with its own bond debt and maintenance fee. This is not a reason to avoid The Villages; it is simply something every buyer must understand before making an offer.

The CDD fee appears on your annual property tax bill in two parts: the maintenance component (ongoing cost for roads, amenities, and infrastructure upkeep) and the bond component (debt service for the original construction of the district). The bond component is finite — it will eventually be paid off, either by you over time or through a lump-sum payoff at closing.

As a general rule, newer districts (particularly in the Fenney and Eastport areas) carry higher bond balances but newer infrastructure. Older districts near Lake Sumter Landing may have lower or fully paid-off bonds but older homes. Maggie analyzes every CDD's financials as part of her standard buyer consultation — ensuring you know exactly what you are committing to before you sign.

Maggie's Expert Tip

"Always ask for the CDD bond payoff amount before making an offer. In some cases, paying off the bond at closing saves you thousands over the life of ownership — and it can be a powerful negotiating tool with sellers who want a clean, fast close."

The Three Areas: Which Is Right for You?

Lake Sumter Landing Area

The original heart of The Villages. Closest to the iconic Lake Sumter Landing town square with nightly entertainment, waterfront dining, and a classic Florida feel. Homes here tend to be slightly older but are often priced more competitively.

Brownwood Paddock Square Area

The second generation of The Villages, centered around the western town square. Larger homes, newer construction, and a slightly more upscale feel. Popular with buyers who want newer infrastructure.

Fenney / Eastport Area

The newest and most rapidly expanding section, located south of US-44. Brand-new construction, the newest amenities, and the lowest CDD bond debt. Ideal for buyers who want the freshest product at the best long-term value.

Home Prices and What to Expect in 2026

The Villages offers one of the widest price ranges of any 55+ community in Florida. Entry-level patio homes and villas can be found in the $250,000–$350,000 range in older districts, while newly constructed designer homes in Eastport and Fenney regularly exceed $600,000–$900,000. The median resale price in 2025 was approximately $385,000 — a figure that has remained relatively stable as new construction supply has kept pace with demand.

One important consideration unique to The Villages: the developer (The Villages of Lake-Sumter, Inc.) continues to build new homes and sets prices for new construction. This creates a two-tier market — new construction versus resale — with different negotiating dynamics. Maggie has deep experience navigating both, and she will advise you on which path offers the best value for your specific situation.

Is The Villages Right for You?

The Villages is the right choice for buyers who want maximum activity, a built-in social infrastructure, and the freedom of a golf-cart lifestyle. It is particularly well-suited to buyers relocating from the Northeast or Midwest who want a dramatic upgrade in weather, lifestyle, and community engagement.

It may not be the right fit for buyers seeking a smaller, more intimate community feel, or those who prefer a quieter environment with less organized activity. If that sounds more like you, communities like Solivita, Trilogy Orlando, or Del Webb Sunbridge may be a better match.

Maggie Rosario

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