Jackson Co: Ashland Homes with Guest Quarters Exterior features

Welcome to Ashland, Oregon—where vibrant culture meets stunning natural beauty. Nestled in Jackson County, this charming city is renowned for its rich arts scene, highlighted by the prestigious Oregon Shakespeare Festival, and its breathtaking landscapes that include the majestic Cascade Mountains and the picturesque Bear Creek. With its mild climate and friendly community, Ashland offers an ideal setting for families, retirees, and anyone looking to embrace a laid-back lifestyle infused with creativity and outdoor adventure.

In this enchanting region, you’ll find a variety of homes that not only provide comfort and style but also come with unique features that elevate the living experience. One such feature is the inclusion of guest quarters. Imagine hosting family and friends in a dedicated space that offers privacy and comfort, allowing your guests to enjoy their stay while you maintain your daily routine. These homes with guest quarters often boast beautifully designed exteriors that complement the surrounding landscape, featuring lush gardens, inviting patios, and sometimes even separate entrances that enhance the convenience and appeal of the property.

Whether you're looking for a cozy cottage or a sprawling estate, Ashland's real estate market offers a range of options that cater to diverse tastes and needs. With guest quarters, you can create a welcoming atmosphere for visitors or even generate rental income, making these homes a smart investment. Experience the charm of Ashland, where the warmth of the community and the beauty of nature come together to create a truly special place to call home.

Newest Jackson Co: Ashland Homes with Guest Quarters Exterior features

$1,650,000

5 Beds ⋅ 3 Baths ⋅ 444414247 MLS

Addressed as 309 and 311 Granite Street, this exceptional estate is tucked above Lithia Park on nearly six private acres, blending timeless European elegance with the tranquility of a forested retreat. Surrounded by mature trees, stone pathways, outdoor patios, and serene water features, the property feels secluded and intentional, yet remains just minutes from downtown Ashland, the Oregon Shakespeare Festival, and the historic Ashland Plaza.Inside, the architecture immediately impresses with vaulted ceilings, dramatic wood craftsmanship, custom detailing, stained glass accents, and expansive windows that fill the home with natural light. Rich textures and thoughtful design elements create a warm, old-world atmosphere that is both grand and inviting.The main residence is centered around a generous open great room with a striking rock fireplace, flowing into an informal dining area and an oversized kitchen ideal for gathering. Multiple living spaces—including a formal dining room, den, and additional sitting rooms—allow flexibility for everyday living or entertaining on a larger scale.The primary residence offers 4,479 square feet, plus 2,364 square feet of flexible ground-level space. A second residence provides 844 square feet for guests or extended living, along with a separate 1,153 square foot multi-purpose room and carport. In total, the estate encompasses approximately 8,840 square feet of versatile living space.Ideally located near Mt. Ashland Ski Resort, Crater Lake National Park, the Britt Music & Arts Festival, and Rogue Valley wineries, this is a rare opportunity to own a private, architectural estate that seamlessly blends refined craftsmanship, natural beauty, and an exceptional cultural lifestyle.

309 GRANITE ST, Ashland

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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: