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FIRST CHAIR ON OAK

Town Of Telluride - New Listing

Bedrooms 4
Baths 4.5
Sleeps 10
Sq Feet 3,578

Pets are welcome in this home with prior owner approval only. Please reach out to us as soon as possible if you plan to bring your pets.

If location is everything, First Chair on Oak is unmatched. Just 40 steps from your front door to the gondola, this newly remodeled residence places you closer to the lift than any other home in downtown Telluride. Be first on the mountain for fresh powder in winter and first to wander the Farmers’ Market on summer mornings—this is Telluride living at its most effortless. 

Stylish, Light-Filled Main Level 

Step inside to a beautifully designed living space where rich black wood floors run seamlessly from front to back. The open living area is warm yet sophisticated, featuring a gas fireplace, oversized sectional, two inviting chairs, and striking artwork that adds character and depth. A chaise lounge just beyond creates the perfect nook to unwind with a book or a quiet cup of coffee. 

The dining area comfortably seats ten and flows naturally into the gourmet kitchen, creating a space designed for gathering. A stainless steel apron-front sink, top-of-the-line stainless steel appliances, and a granite-topped island with seating for three make this kitchen as functional as it is beautiful. A powder room completes the main level. 

A Primary Suite That Feels Like a Spa 

Upstairs, the primary king suite is a true retreat. Vaulted ceilings, a gas fireplace with flatscreen TV, and a private seating area create an inviting place to begin and end each day. Through double doors, the spa-inspired bath impresses with floor-to-ceiling designer tile, dual vanities, a steam shower with dual heads and waterfall feature, and a separate soaking tub. Skylights flood the space with natural light, and a discreet workstation offers convenience for those moments when work simply can’t wait. 

Private & Thoughtful Guest Accommodations 

The secondary king suite, accessed via its own staircase off the kitchen, offers privacy and charm with vaulted ceilings, a flatscreen TV, and an en suite bath featuring a glass shower and elegant finishes. 

On the lower level, a second living area invites relaxed evenings with a large sectional, ottomans, and a massive flatscreen TV—ideal for movie nights or après-ski lounging. The bunk room is perfect for kids or groups, offering two twin-over-twin bunks and a separate full-size bed nook, along with an attached bath. A fourth bedroom with a queen bed and en suite bath featuring a waterfall shower completes this level. A laundry room with stackable washer and dryer adds everyday convenience. 

Firelight, Views & Unmatched Access 

An upstairs patio on the west side of the home captures ski resort views and features cozy seating and a fire pit—an ideal setting for sunset cocktails beneath alpine skies. With a private parking space in the rear, you have rare in-town ease, yet you may never need your car. 221 South Oak is just half a block away, Main Street is two blocks from your door, and the gondola is practically at your fingertips. 

At First Chair on Oak, you’re not just close to everything—you’re first in line for it all. 

TOT BL# 01237

 

Please Note: This exclusive listing requires homeowner approval for all stays. If you decide to book via our website, your stay will be on hold and an agent will reach out to you for final confirmation. You are welcome to contact us directly for more information.

Bedroom
Bedding
Level
Primary Suite
1 King Bed
Upper (3)
Guest Suite 1
1 King Bed
Mid (2)
Guest Suite 2
1 Queen Bed
Lower (1)
Bunk Bedoom
2 sets of Twin bunks + 1 Twin Bed
Lower (1)

Availability Calendar will go here.

Amenities & Features

  • Air Conditioning
  • Free Parking
  • Pets Allowed

SEE ALL AMENITIES

Promotions

Booking Window 04/07/2026 - 05/26/2026 | Enter Promo Code: MOUNTAIN26

Description:

10% off Mountainfilm weekend stays

Booking Window 03/20/2026 - 08/10/2026 | Enter Promo Code: JAZZ26

Description:

10% Lodging for Telluride Jazz Festival

Booking Window 01/13/2026 - 09/18/2026 | Enter Promo Code: BLUES26

Description:

10% off Telluride Blues and Brews stays!

Inquire Now About FIRST CHAIR ON OAK

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Explore The Area

Tucked inside a beautiful box canyon in the heart of the San Juan Mountains, downtown Telluride, Colorado offers charm, year-round adventure and a variety of things to do for the luxury-minded traveler. Active summer visitors will enjoy ample outdoor activities including whitewater rafting, telluride hiking, biking, and fly fishing, all backed by the iconic Ajax Peak, Ingram Falls, and Bridal Veil Falls - Colorado’s tallest free falling waterfall. Those interested in cultural events will enjoy a summer calendar filled with festivals dedicated to music, film, and culinary delights. 

Winter in Telluride boasts easy access to the Telluride Ski Resort via the Telluride Gondola, Chairs 7, 8, and 9. Cross country skiing and snowshoeing opportunities can be found along the Telluride River Trail, as well as throughout Telluride Town Park, where ice skating and sledding can also be enjoyed. 

Regardless of the season, Telluride features an impressive mix of locally-owned restaurants, galleries, boutiques, and specialty stores. The concierge team at Exceptional Stays is happy to assist in tailoring each experience in the town of Telluride, ensuring lifelong memories and fun along the way.