The Dakin Estate: 4BR Art Deco speakeasy duplex in Wrigleyville, 5 min from Wrigley Field. Designed for groups, it blends curated interiors, elevated finishes, and entertainment-focused spaces for Cubs games, concerts, and Chicago nightlife.

The Dakin Estate is a thoughtfully designed two-level 4BR home in Wrigleyville, balancing privacy, comfort, and entertainment minutes from Wrigley Field.

Upper Level: open living, full kitchen, dining for 8, King Suite with desk/vanity, and Double Queen Suite.

Lower Level: speakeasy lounge with pool table, fireplace, seating, Queen bedroom, and private Queen suite.

Includes 2 baths, WiFi, laundry, patio, garage parking + permits. Ideal for Cubs games and group stays.

We want you to feel right at home. While we give guests full privacy, we’re always just a message away if you need anything — from quick answers to local recommendations. If we’re available, we’re happy to assist in person. Our goal is to make your stay smooth, comfortable, and 5-star worthy.

You are just 5 minutes from Wrigley Field, one of the most iconic stadiums in America and a cornerstone of Chicago sports culture. But the energy here extends far beyond game time. Gallagher Way—right next to the ballpark—keeps the neighborhood active year-round with outdoor concerts, movie nights, seasonal festivals, and community events.

A Culinary & Nightlife Corridor

Wrigleyville has evolved into one of Chicago’s most active dining and nightlife districts, blending historic game-day bars with modern hospitality concepts.

The Classics: Institutions like Murphy’s Bleachers and The Cubby Bear deliver the unmistakable Wrigley game-day atmosphere.

Modern Chicago: Along Clark and Addison, you’ll find craft cocktail bars, elevated dining, award-winning BBQ, authentic tacos, and upscale sushi—everything within a short walk.

Seamless City Access

A 2-minute walk connects you directly to the CTA Red Line, giving you fast, reliable access to the entire city.

• Downtown / The Loop – ~15–20 minutes
• Magnificent Mile – world-class shopping and dining within ~15 minutes
• Lake Michigan & Lakefront Trail – walkable or a short bike ride for runs, sunsets, and beach access
• Beaches – ~8–10 minute drive or bike ride

Walkability at Its Core

Everything you need is within minutes on foot:
• Wrigley Field – ~4–5 minute walk
• CTA Red Line – ~2-minute walk
• Clark Street restaurants & nightlife – steps away
• Lakefront Trail – ~15-minute walk

The Advantage of the Location

In a neighborhood where parking is limited and expensive, having dedicated parking is a major advantage—giving you full flexibility whether you’re staying local or exploring the wider city.

This is Wrigleyville at its best: energetic, walkable, and directly connected to the entire city while keeping Chicago’s most iconic experiences right outside your door.

Guests enjoy private access to the entire first-floor and lower-level flat, including 4 bedrooms, 2 bathrooms, living and dining areas, a full kitchen, and the speakeasy den/lounge.

Keyless Entry
The home is equipped with a secure keyless lock system for easy self check-in. You’ll receive one unique access code prior to arrival, which will remain active for the duration of your stay.

Parking
• 1 onsite garage parking space included
• 1 street parking permit included (Zone 383)
• Additional permits available for $10/day (subject to availability; street parking is not guaranteed due to neighborhood demand)

If you need anything during your stay, we’re available to help ensure a smooth and enjoyable experience.

Upper Level: The Social Hub
Designed for connection and group energy, the upper level features the primary living and sleeping spaces.

Bedroom 1 – The Master King Suite
An “Urban Luxe” retreat with a king bed, premium linens, and bay windows that flood the room with natural light. Includes a dedicated office/vanity nook with a mid-century desk and chair, functioning as both a productive workspace and a private getting-ready station.

Bedroom 2 – The Double Queen Suite
An oversized group-friendly room with two queen beds, ideally positioned near the kitchen and upper-level bathroom for convenience and easy morning flow.

Lower Level: The Speakeasy Den
A moody, entertainment-driven lower level designed for late-night gathering and relaxation.

Bedroom 3 – The Garden Queen
A quiet, Art Deco-inspired sanctuary with a queen bed located just off the Speakeasy Den, offering close access to the lounge while maintaining privacy.

Bedroom 4 – The Hidden Queen
A secluded queen bedroom positioned next to the lower-level bathroom. Includes a dedicated office/vanity setup, creating a hotel-style private suite feel with immediate access to the entertainment space.

Across both levels, the home is designed to balance social energy with private retreat—ideal for groups who want to gather, work, and unwind in one cohesive space.

Getting around Chicago from this Wrigleyville retreat is seamless. You’re just a 2-minute walk to the Sheridan CTA Red Line, providing direct, 24/7 access to downtown Chicago including the Loop, River North, and the Magnificent Mile.

For local exploration, you can easily walk to Wrigleyville’s entertainment district as well as the nearby Boystown / North Halsted corridor, known for its dining, nightlife, and cultural energy.

Whether you’re heading out for a Cubs game, a night downtown, or a full day of city sightseeing, this location offers one of the most connected and convenient transit hubs on the North Side.

The Epicenter of Entertainment

You are exactly 5 minutes from Wrigley Field, the second-oldest ballpark in the country and a cathedral of American sports history. But the energy doesn't stop at the ninth inning. Gallagher Way, the open-air plaza next to the stadium, hosts year-round events from outdoor movie nights and farmers markets to the enchanting Winterland festival.

A Culinary & Nightlife Playground
Wrigleyville’s dining scene has evolved into a sophisticated playground.

The Classics: Iconic spots like Murphy’s Bleachers and The Cubby Bear offer that authentic, high-octane Chicago game-day atmosphere.

Modern Speakeasy Vibes: For a more "Urban Luxe" experience, explore the hidden cocktail dens and elevated eateries on Clark and Addison. You are steps away from some of the city's best award-winning BBQ, authentic taco joints, and upscale sushi.

Unbeatable Connectivity
One of the most strategic advantages of this location is the 2-minute walk to the CTA Red Line.

Downtown Access: You can be at the Magnificent Mile or the Loop in under 12 minutes, making world-class shopping and the Theatre District easily accessible.

Lakefront Proximity: You are a short walk or bike ride from Lake Michigan and the Lakefront Trail, offering miles of scenic paths for your morning 30-30-30 routine.

Beach Access: You are a short 8-Minute drive or 10-Minute bike ride from the nearest beach.

The "Steal" of the Neighborhood

In a neighborhood where parking is notoriously difficult and expensive, having your dedicated onsite parking space is a true mogul move. It gives you the freedom to explore the wider city or commute to suburban business hubs without ever worrying about a spot.

The Walkability Factor

Everything your guests need is within a short, scenic stroll.

Wrigley Field (Home of the Cubs): * 0.2 Miles | 4-Minute Walk

Steps away from the action, but just far enough to escape the post-game crowds.

Sheridan CTA Red Line Station:

0.3 Miles | 2-Minute Walk

Your gateway to the entire city.

Right in the heart of the Clark Street entertainment corridor.

Lake Michigan & Lakefront Trail:

0.7 Miles | 15-Minute Walk

Perfect for a morning run or a peaceful sunset by the water.

City Connectivity

For guests looking to explore beyond the neighborhood.

The Magnificent Mile (High-End Shopping):

4.5 Miles | 12-Minute Drive (via DuSable Lake Shore Drive)

18 Minutes via CTA Red Line.

The Loop (Downtown Business District):

5.5 Miles | 12-Minute Drive (Off-peak)

22 Minutes via CTA Red Line.

Fulton Market (Dining Mecca):

6.2 Miles | 18-Minute Drive

The best of Chicago’s culinary scene is just a quick Uber away.