Ashland Homes with Colonial Style

Welcome to Ashland, Oregon—a charming city nestled in the heart of Jackson County, renowned for its vibrant arts scene, stunning natural beauty, and a rich sense of community. With its picturesque streets lined with historic buildings and lush landscapes, Ashland offers a unique blend of small-town charm and cultural sophistication. Home to the famous Oregon Shakespeare Festival, this city attracts visitors and residents alike who appreciate the arts, outdoor activities, and a welcoming atmosphere.

One of the distinctive features of Ashland's architectural landscape is its collection of Colonial-style homes. These elegant residences, characterized by their symmetrical facades, classic columns, and gabled roofs, evoke a sense of timeless grace and sophistication. The Colonial homes in Ashland often feature spacious interiors, large windows that invite natural light, and beautifully landscaped yards that enhance their curb appeal.

Living in a Colonial-style home in Ashland means embracing a lifestyle that balances modern conveniences with historical charm. Many of these homes are situated in close proximity to the city’s lush parks, vibrant downtown area, and top-rated schools, making them an ideal choice for families and professionals alike.

Whether you’re strolling along the scenic Lithia Park or enjoying a performance at the local theater, Ashland's Colonial-style homes provide the perfect backdrop for a fulfilling life in this enchanting city. Discover your dream home in Ashland today, where history meets contemporary living in a community that feels like home.

Newest Ashland Homes with Colonial Style

$999,999

3 Beds ⋅ 4 Baths ⋅ 220224770 MLS

Enjoy spectacular views of Emigrant Lake & the surrounding mountains from this exceptional 3,713 sf custom 3 bd 3.5 ba home on over 30 acres, just 10 min from Ashland and a short drive to Mt. Ashland. From the moment you enter through the stunning mahogany door from your wrap around deck, you are welcomed into a great room with vaulted ceilings, a floor-to-ceiling rock fireplace, & windows that fill the home with natural light. Living space blends seamlessly into your gorgeous chef's kitchen & formal dining. An office w/ custom built-ins, bonus family room, & a guest half bath round out the main living space alongside an impressive primary suite, which features a private balcony, fireplace, & newly remodeled luxurious bathroom. Downstairs, you will find a guest ensuite, another guest bedroom, full bathroom, & laundry room. A 3-car garage provides plenty of space for cars & toys. Seller has done extensive fire mitigation work & paved the driveway, making this property insurable.

3729 Old Highway 99 S, 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: