Ashland Homes with Trees/Woods View

Welcome to Ashland, Oregon – a picturesque gem nestled in the heart of Jackson County. Renowned for its vibrant arts scene, stunning landscapes, and a welcoming community, Ashland offers a unique blend of small-town charm and cultural richness. Home to the famous Oregon Shakespeare Festival, this enchanting city draws visitors and residents alike with its year-round events, outdoor adventures, and culinary delights.

One of Ashland's most captivating features is its breathtaking natural surroundings. Imagine waking up to the serene beauty of trees and woods right outside your window. Homes with trees and woods views in Ashland provide a tranquil escape from the hustle and bustle of daily life. These properties not only offer stunning vistas but also a sense of privacy and peace, allowing you to immerse yourself in nature's splendor.

Whether you're enjoying a morning coffee on your deck surrounded by towering pines or taking a leisurely stroll through the nearby trails, the connection to nature is palpable. The lush greenery and vibrant wildlife create a perfect backdrop for your everyday life, making it easy to unwind and recharge.

In Ashland, you can find a variety of homes that embrace this woodland charm, from cozy cottages to spacious family residences. Each property is a unique sanctuary, designed to enhance your lifestyle while keeping you close to the vibrant community and all the amenities the city has to offer.

Discover the allure of Ashland, where the beauty of trees and woods views awaits you! Your dream home in this enchanting city is just a step away.

Newest Ashland Homes with Trees/Woods View

$1,080,000

3 Beds ⋅ 2 Baths ⋅ 221762307 MLS

Set privately back on 5+ acres in the Sunny Oaks community, this custom 3 bed + office, 2.5 bath, 2644 sq ft home pairs open mountain views with easy access to town -- 15 min from Downtown Ashland and near Emigrant Lake. The groundwork for comfortable rural living is in place: a dedicated 1-gigabit fiber line, 300 amp electrical, whole-home water filtration, 2021 Lennox HVAC, irrigation rights, a large cedar-fenced area, and a roof under six years old. Inside, natural light fills an updated kitchen with quartz counters and hardwood floors, opening to a great room, with a separate family room, office, and laundry on the main level. Upstairs, the primary suite offers vaulted ceilings and a balcony framing the same sweeping mountain views as the wraparound deck below, plus two more bedrooms and a full bath. Outside, a gravel RV pad offers water, power, and internet, and a barn with corrals stands ready for horses. With over $200K in updates, the property is move-in ready.

7130 HIGHWAY 66, Ashland

$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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