NOW ACTIVE: Tour This Exceptional Winchester Home at This Weekend's Open Houses

Geri Deane
Nov 28
5 min read

Visit 2708 Cassidy Court in Rolling Hills Estates — Saturday 2-4pm with Candice Bower, Sunday 2-4pm with Geri Deane

2708 Cassidy Ct, Winchester, VA 22601 | Offered at $650,000

The wait is over. After generating significant interest as a Coming Soon listing, 2708 Cassidy Court in Winchester's Rolling Hills Estates is now officially on the market—and this weekend offers your first opportunity to see it in person.

View the full MLS listing here: 2708 Cassidy Ct., Winchester, VA 22601

Open House Details

Saturday, November 30 | 2:00 - 4:00 PM Hosted by Candice Bower
Sunday, December 1 | 2:00 - 4:00 PM Hosted by Geri Deane

A Home Ready for Its Next Chapter

Set on a peaceful cul-de-sac, this five-bedroom residence delivers what discerning buyers have been searching for: approximately 3,552 square feet of beautifully maintained living space that's genuinely move-in ready while still inviting you to make it your own.

The main level's open floorplan—anchored by a gourmet kitchen with granite countertops, stainless steel appliances, and that butler's pantry we all dream about—creates the kind of natural gathering spaces where memories unfold organically.

The finished walk-out basement deserves special attention. With its own private bedroom and full bath, this versatile space adapts to modern life seamlessly—whether it becomes a home office, a teenager's retreat, or a comfortable in-law suite.

Property Highlights:

5 bedrooms, 3.5 baths, including the basement suite
Approximately 3,552 square feet
0.35-acre cul-de-sac lot in Rolling Hills Estates
Three-car garage with abundant storage
Fully fenced backyard with Trex deck and lighting
Offered at $650,000

Make a Day of It: Winchester Weekend Events

Planning to visit the open house? Winchester has plenty of reasons to extend your stay and explore what could become your new hometown.

Last Weekend for Garden Lights at the MSV

This Saturday and Sunday mark the final weekend of Garden Lights at the Museum of the Shenandoah Valley—don't miss your last chance to experience this magical illuminated walking tour. The seven-acre formal gardens have been transformed into an immersive nighttime art experience featuring glowing trees, thousands of LED flowers, and laser-lit pathways. Your ticket also includes admission to the galleries and the special exhibition, Frida Kahlo: Through the Lens of Nickolas Muray. Timed entries begin at 5:30 p.m.—perfect timing after visiting the open house.

Walking in a Winter Wonderland

Clearbrook Park's annual holiday light show opens Friday, November 29 and continues through January 1. Stroll a half-mile paved path featuring hundreds of thousands of lights synchronized to festive music. Hours run 5:30-8:30 p.m. with timed 30-minute entry blocks. Tickets are $8 online or $15 at the gate.

WINdependent Weekend in Old Town

This is Small Business Saturday in Old Town Winchester, part of the city's WINdependent Weekend celebration. Explore the charming Loudoun Street Pedestrian Mall, where locally owned shops will be offering special deals, pop-up vendors, and a festive atmosphere. Downtown businesses are handing out 750 two-hour parking passes (great for future visits), and you can earn raffle entries by completing a retail bingo card at participating merchants.

Winchester Little Theatre

If you're looking for evening entertainment, Winchester Little Theatre's production of the Charles Dickens classic A Christmas Carol continues through early December—a beloved local tradition.

About Winchester

Let me share something about Winchester that even some longtime Northern Virginians don't fully appreciate: this is a city that's managed to do what so few have—preserve its soul while thoughtfully planning for its future.

When I drive through Old Town Winchester's cobblestone streets, past George Washington's Office Museum (yes, our first president actually worked here!), I'm reminded that this isn't just another D.C. suburb. This is a place with its own identity, its own rhythm, its own story.

Historic Old Town

Just minutes from Rolling Hills Estates, the Loudoun Street Pedestrian Mall offers a walkable downtown that feels both timeless and totally current. On Saturday mornings, you'll find me at the Old Town Farmers Market, where local producers bring everything from heirloom tomatoes to artisan breads. The kids splash in the fountains while adults browse the boutiques and galleries that give Winchester its creative edge.

Cultural Richness

Between Shenandoah University's performances, the Bright Box Theater's comedy nights, and the Museum of the Shenandoah Valley's stunning gardens, there's always something happening. And can we talk about the Apple Blossom Festival? This 100-year-old tradition transforms the entire city each spring into a ten-day celebration that rivals anything you'll find in the metro area.

Every spring since 1924, Winchester has crowned Queen Shenandoah, welcomed thousands of firefighters for the nation's largest firefighters' parade, and painted the town pink and green. This isn't just a festival—it's who we are.

Farm-to-Table Living

Winchester sits at the heart of Virginia's agricultural bounty. Places like West Oaks Farm Market and Virginia Farm Market aren't just stores—they're community gathering spots where you can pick up fresh sweet corn in the morning and enjoy farm-to-table dining by lunch. My personal favorite? Those warm apple cider donuts from Virginia Farm Market that practically melt in your mouth.

West Oaks Farm Market—where Sunday morning coffee comes with mountain views and everything from sweet corn to homemade pies is grown right here in Frederick County. This is why we love Winchester living.

The Great Outdoors

With the Shenandoah Valley as your backyard, outdoor adventures are limitless. The Museum of the Shenandoah Valley alone offers miles of trails dotted with sculptures, while Abrams Creek Wetlands Preserve provides peaceful nature walks just two miles from downtown. And when you want to really escape? Shenandoah National Park's northern entrance is just minutes away.

You haven't really experienced Winchester until you've spotted your first wood duck at Abrams Creek Wetlands. Just minutes from downtown, this preserve is where residents reconnect with nature without leaving the neighborhood

The Cedar Valley Factor: Winchester's Next Chapter

Here's insider information that savvy buyers need to know: the upcoming Cedar Valley development is about to transform this neighborhood in the best possible way. By March 2027, a 50,325-square-foot Publix will anchor this mixed-use project, bringing upscale grocery shopping practically to your doorstep. But it's not just about convenience—the planned rooftop recreational facilities, including pickleball courts, signal Winchester's evolution into a destination that honors its past while embracing an active, modern lifestyle.

What does this mean for Rolling Hills Estates? Early buyers here will benefit from Winchester's thoughtful growth while enjoying the established neighborhood charm that makes this area so special. It's the kind of opportunity that doesn't come along often—getting in before the transformation while prices still reflect today's market, not tomorrow's potential.

Your Invitation

Whether you attend Saturday's open house with Candice or Sunday's with me, I hope you'll take the time to explore not just this exceptional home, but the community that surrounds it. Winchester is having its moment—and this could be yours.

Can't make the open house? Let's schedule a private showing at your convenience.