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Darrell NunnelleyYour Windermere Connection
Waterfront luxury estate at dusk on the Butler Chain of Lakes in Windermere, Florida

Windermere · Butler Chain of Lakes

Darrell Nunnelley

Your Windermere Connection

More than 30 years of Windermere real estate experience, combined with the perspective of an experienced custom home builder — so you understand the house, not just the listing.

The Butler Chain of Lakes

Life on the Water.

Windermere isn’t simply a market Darrell serves. It is a community he understands at an unusually deep level — the villages and the lanes beneath the oaks, the way the lakes connect, which shorelines hold their light in the afternoon, and how a home is built to live with the water.

Docks and boathouses, lot orientation, seawalls, elevation and access between the lakes: on the Butler Chain, those details decide the property.

Aerial view of the Butler Chain of Lakes at golden hour near Windermere, Florida
  • 30+ Years

    Windermere Real Estate Experience

  • 10+ Years

    Custom Home Building Experience

  • REALTOR® Broker

    License BK433979

  • Licensed Custom Home Builder

    License CBC1257063

  • Multi Million Dollar Producer

    Career Recognition

Custom home construction detail with exposed timber trusses and natural stone masonry

Darrell’s Difference

More Than a Real Estate Perspective.

Darrell combines more than 30 years of Windermere real estate experience with the perspective of an experienced custom home builder. Clients aren’t simply getting an opinion about a listing — they’re getting a reading of the property itself.

  • Construction quality
  • Architecture and layout
  • Renovation potential
  • Property condition
  • Lot characteristics
  • Waterfront considerations
  • Long-term value

This is perspective, not a substitute for professional inspection, engineering, appraisal or legal advice — Darrell will always recommend the right specialist at the right moment.

Illuminated lakefront estate and pool terrace in Windermere at dusk

Private Valuation

What Is YourWindermereHome Worth?

Receive a private, property-specific valuation informed by current market activity, location, construction, lot characteristics and comparable sales.

Prefer to talk it through?407.467.8069

Your information is private and never shared.

Private Valuation · 1 of 4

Let's Start With Your Property.

Enter the address you'd like Darrell to evaluate.

Windermere Intelligence

Know the Market Before You Make Your Move.

Windermere is not one market. Village, gated community and Butler Chain waterfront each move on their own terms. Darrell reads them separately — and tells you plainly what the numbers mean for your property.

Median Luxury Sale Price

Single-family, $1M and above

Waterfront Sales

Butler Chain closings, trailing 12 months

Average Days on Market

Luxury segment, list to contract

Recent Sales

All Windermere-area closings

Figures populate from live MLS statistics for Windermere & Butler Chain of Lakes once the data feed is connected. No market numbers are published here until they can be sourced.

Lakefront estate exterior at blue hour with stone and timber detailing

Private Opportunities

Not Every Exceptional Home Reaches the Market.

Some owners prefer discretion, and some homes are quietly prepared long before they are listed. Qualified buyers are welcome to speak with Darrell directly about private and upcoming opportunities throughout Windermere and the Butler Chain of Lakes.

Availability varies. No specific off-market inventory is represented here — every conversation begins with what you are actually looking for.

Oak-canopied street in the village of Windermere, Florida
Darrell Nunnelley with his dogs in Windermere, Florida

Darrell Nunnelley

Your Windermere Connection

An Orlando-area native and West Orange High School graduate, Darrell has spent more than three decades representing buyers and sellers in this community — long enough to know the streets, the builders and the way transactions actually come together here.

A licensed REALTOR® Broker with over a decade of custom-home building and home-design work behind him, he specializes in Windermere residential and income property. The approach is personal: straightforward advice, steady communication, and representation that lasts well past the closing table.

REALTOR® Broker
License BK433979
Custom Home Builder
License CBC1257063

Client Stories

Experience You Can Feel
From the First Conversation.

  • Darrell took care of everything when selling our house.

    He went above and beyond and helped make sure that everything was done correctly and on time. 10/10 will recommend

    Todd the Troubadour

    Google Review · 11 months ago

  • Darrell is the best in the business.

    as knowledgeable, professional and well networked as they come. He routinely goes above and beyond for his customers and partners. I fully recommend without any reservations.

    Northmen Roofing

    Google Review · 4 years ago

  • Always willing to help.

    and has a vast amount of knowledge.

    Peter Strack

    Google Review · 8 years ago

Sunset over a Windermere lake with silhouetted cypress trees and a distant dock

Contact

Let’s Talk About Windermere.

Whether buying, selling, building or simply understanding the market, start with a conversation.

Call Darrell407.467.8069
Vintage Realty Group LLC
501 Main Street
Windermere, FL 34786

Full contact page

Step 1 of 4

What can Darrell help you with?

Choose the option that best describes what you’re looking for.

Not sure? That’s completely fine. Choose “Just Have a Question.”

Vintage Realty Group office at 501 Main Street in downtown Windermere, Florida

501 MAIN STREET · DOWNTOWN WINDERMERE

In the Heart of Windermere

Not Just Serving Windermere.
Part of Windermere.

Darrell Nunnelley’s office is located at 501 Main Street in the heart of downtown Windermere — placing him at the center of the community and the market he has spent decades getting to know.

From the historic streets of downtown Windermere to the waterfront estates of the Butler Chain of Lakes, Darrell brings an unusually local perspective to buying and selling real estate.

Vintage Realty Group

501 Main Street
Windermere, Florida 34786
407.467.8069

Vintage Realty Group

Darrell Nunnelley

501 Main Street
Windermere, FL 34786