Ashland Homes with Territorial View

Welcome to Ashland, Oregon—a charming city nestled in the picturesque Rogue Valley, renowned for its vibrant arts scene, lush landscapes, and warm community spirit. With a population of just over 20,000, Ashland is a place where small-town charm meets cultural richness, making it an ideal destination for those seeking a dynamic lifestyle.

Known for its stunning natural beauty, Ashland is surrounded by the majestic Siskiyou Mountains and offers breathtaking territorial views that are simply unmatched. Imagine waking up each morning to panoramic vistas of rolling hills and verdant valleys right outside your window. Homes with territorial views in Ashland provide an unparalleled connection to nature, allowing residents to immerse themselves in the serene beauty of the area.

The city is home to the world-famous Oregon Shakespeare Festival, drawing theater enthusiasts from around the globe. Beyond the arts, Ashland boasts a plethora of outdoor activities, including hiking, biking, and skiing in the nearby mountains. The vibrant downtown area is filled with unique shops, delectable dining options, and community events that foster a strong sense of belonging.

Whether you're looking to invest in a cozy cottage, a modern family home, or a luxurious estate with sweeping views, Ashland has something for everyone. With its enchanting landscapes, rich culture, and welcoming atmosphere, it's no wonder that Ashland is a sought-after destination for homebuyers seeking a perfect blend of tranquility and vibrancy. Discover your dream home in this captivating city and experience the best of Oregon living!

Newest Ashland Homes with Territorial View

$335,000

341756053 MLS

Prime Ashland location just off Strawberry Lane in an area of fine homes. Perched above neighboring properties, this exceptional .28-acre parcel captures sweeping valley and mountain views, expansive skies, and abundant natural light. The setting is both inspiring and serene, with mature oaks and conifers creating a beautiful natural backdrop. Thoughtfully positioned to take full advantage of its elevated location, the property enjoys remarkable view protection and a sense of openness that is increasingly difficult to find. With no homes immediately on either side, privacy is enhanced while still being just minutes from Ashland's celebrated Plaza, Lithia Park, and the extensive North Ashland trail system. Whether envisioning a contemporary showpiece or a timeless custom residence, this is a rare opportunity to build in one of Ashland's most sought-after locations and enjoy views that will be treasured for years to come.

163 HITT RD, Ashland

$786,000

3 Beds ⋅ 2 Baths ⋅ 192460186 MLS

Rolling pastures, gentle hills & gorgeous Mt. Ashland views create an exceptional setting for this beautifully updated single-level home on 6.85 acres. Rebuilt from the studs in 2004, it blends timeless craftsmanship with a light-filled, open design where every room connects to the surrounding landscape. Vaulted ceilings, expansive view windows, maple hardwood floors, custom Shaker-style woodwork, fir doors, built-ins & two fireplaces add warmth and character. The spacious kitchen with sunny breakfast nook opens to wraparound decking & gardens, inviting outdoor living amid sweeping views, colorful seasonal blooms, spectacular sunsets & brilliant star-filled skies. The rebuild included updated plumbing, electrical, Milgard windows, raised ceilings, remodeled kitchen & baths, added living space, on-demand hot water & underground utilities. Outbuildings with animal shed & approx. 850-sf shop complete this peaceful, private retreat, above the fog, below the snow & just 10 minutes to town

2815 DEAD INDIAN MEMORIAL RD, Ashland

$200,000

243848972 MLS

You won't find a superior residential lot in Ashland at this price. Conveniently set on E. Main Street, minutes from Southern Oregon University, the renowned Oregon Shakespeare Festival and the plaza, this flat lot features mountain views and the chance to build in one of the most desired neighborhoods in the Rogue Valley. Potential for home and ADU creates endless possibilities with multi-generational living or rental income. Enjoy a sunny setting with ample space for outdoor living, gardens and animals. Build your custom dream home today. Owner-financing available.

E MAIN ST, Ashland

$225,000

339056272 MLS

Hard to find large buildable lots in Ashland at this price. Flat 1 acre residential lot, offering mountain views and the opportunity to build in one of Rogue Valley's most desirable neighborhoods. Conveniently set on E. Main Street, minutes from Southern Oregon University, the renowned Oregon Shakespeare Festival and the plaza. Potential for home and ADU creates endless possibilities with multi-generational living or rental income. Enjoy a sunny setting with ample space for outdoor living, gardens and animals. Build your custom dream home today. Owner-financing available.

E MAIN ST, Ashland

$4,000,000

794757614 MLS

A landmark downtown Ashland land offering. Just one block from Ashland's Plaza, this rare 1.18-acre commercial development site represents one of the last opportunities of its scale & prominence in the downtown corridor. Located within the Employment Zoning District, the property offers exceptional potential for hotel, conference center, mixed-use, luxury residential, retail, offices, or destination development. Extensive prior approvals include architectural, engineering, landscaping, utility, and entitlement plans for an 8-building mixed-use project with ground-level commercial spaces and luxury residences above. Current approvals expire Summer 2026 and may be eligible for renewal. With virtually no remaining undeveloped commercial land of this size in downtown Ashland, this offering combines exceptional visibility, strong street presence, & outstanding walkability to the Plaza, acclaimed restaurants, theaters, galleries, and Lithia Park. Rare scale. Rare location. Rare opportunity.

165 WATER ST, Ashland

$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

$439,000

3 Beds ⋅ 2 Baths ⋅ 706062451 MLS

Charming, fully remodeled home in the heart of Ashland! This beautifully updated 3-bedroom, 2-bath residence offers 1,291 sq ft of comfortable living space on a spacious .28-acre lot. Enjoy peace of mind with a newer roof (approximately 3-4 years old) and updated ducting. The interior features fresh paint throughout, brand-new carpet, and stylish tile flooring in the kitchen and bathrooms. The modern kitchen shines with quartz countertops and stainless steel appliances, perfect for everyday living and entertaining. With ample outdoor space for gardening, relaxing, or potential expansion, this move-in-ready home combines quality upgrades with a desirable location. Don't miss this exceptional Ashland property!

540 OAK KNOLL DR, Ashland

$299,000

693671412 MLS

Step into a world of pristine natural beauty, remarkable solitude, and boundless potential with this extraordinary ±78-acre property, nestled in the heart of Southern Oregon’s picturesque Colestin Valley. Offering commanding panoramic views, rich ecological diversity, and a peaceful ambiance that feels worlds away from the bustle of daily life, this land is more than just real estate—it’s a legacy in the making.Bordering the western edge of the renowned Cascade-Siskiyou National Monument, this unique parcel features a stunningly varied topography that includes a prominent knoll-top view site, gently undulating hills, timbered draws, and open meadows. Whether you're drawn by the call of nature, inspired by the land’s tranquility, or envisioning a future full of off-grid potential, this property delivers on every front. Outdoor enthusiasts will relish the opportunity to hike, hunt, camp, and rockhound on their own land, all while sharing space with abundant wildlife such as deer, wild turkey, black bear, and even the occasional elk.Just minutes from the iconic Pacific Crest Trail and a short drive to some of the region’s most treasured destinations—including Pilot Rock, Mt. Ashland Ski Area, Emigrant Lake, and majestic Mt. Shasta—this property is perfectly positioned for adventure and exploration. Whether you're seeking seclusion or inspiration, you’ll find both here. Buyer to perform and satisfy all due diligence regarding the property and its permitted uses.

COLESTIN RD, Ashland

$1,100,000

428863147 MLS

Great development opportunity at the first major I5 intersection as one arrives from California to Ashland, Oregon. This high-traffic corridor property is perfectly positioned for maximum exposure to tens of thousands of vehicles daily. Potential uses include hotel/lodging, retail, restaurant, or mixed-use development—subject to local zoning approvals. An annexation for the development of a hotel is supported by Economic Data provided in Ashland's Comprehensive Plan and within the economic data provided since last Ashland Comprehensive Plan update. Required for annexation is a zone change from RR-5 to C1. Data and information from City of Ashland should align & justify the development request and address the shortage of adequate retail/commercial in the City. Perfect site for hotel with restaurant and conference facilities or an array of other commercial facilities.

HWY 66, Ashland

$965,000

597339018 MLS

Rare opportunity to own 2 residences plus a studio on one tax lot. Offers exceptional flexibility for multigenerational living, rental income, live-work, or guest accommodations. The 1,720 SF main residence was fully renovated in 2018, including a new poured foundation, and has 4 bedrooms, 2 baths, open living spaces, a kitchen with crisp white cabinets, subway tile backsplash & a main level bedroom. The main residence includes a double garage with a 480 SF upper-level studio with a full bath. A separate second 1,070 SF residence, built in 2018, offers stylish & charming single-level living with high ceilings, 2 bedrooms, 2 baths, & contemporary finishes. Situated in an established historic neighborhood with mature trees, the property has off-street parking, modern systems, and is close to Ashland's downtown. This R-2-zoned property features separate addresses & meters & allows for 2 Airbnb units with owner occupancy on premises. Request property offering details.

563 Rock and 152 Maple ST, Ashland

$4,500,000

2 Beds ⋅ 3 Baths ⋅ 371788226 MLS

Centrally located along the west coast I-5 corridor, this spectacular one-of-a-kind home, on 700 awe-inspiring acres, offers magnificent sanctuary and adventure, as well as convenience. One of the most naturally beautiful regions of the country, this area of southern Oregon is known for a developing wine industry and phenomenal outdoor recreation opportunities. Characterized by four distinct seasons and mild winters, the climate is one of the most sought-after in North America. Designed to reflect and honor the majesty of this natural environment, this home sits on a high bench with open terraces that bring the view so close, you feel like you could reach out and touch it. Unique features like all rounded corners and smooth edges, a perfectly balanced use of the natural elements, and purposeful architectural design, create a remarkable effect, both peaceful and expansive. This home is beyond custom: it is a work of art. This property is an unparalleled place to rejuvenate and become inspired. A few minutes drive from I-5, the property immediately embraces you in a sanctuary of wilderness, where magnificent elk herds can be seen roaming the rolling meadows and oak savanas. Two enormous rock faces rise from a blanket of green and greet you as you gently climb higher and approach this spectacular home. This astonishing home is one of a kind. Earthen tiles cascade down four distinct, rounded rooves crowned with small cupolas, capturing the geometrical beauty of Byzantine architecture. Beneath the tiles, the outer walls are smooth stucco, accented with a myriad of windows, rounded and flowing, reminiscent of the graceful and curvaceous architecture of Antoni Gaudi. Domes and crests of stucco stand against the sky, giving the impression of a white-washed chapel on the island of Mykonos. Despite its references to world-class art and architecture, this home also has its own distinct and extraordinary style.

2700 N Valley View RD, Ashland

$325,000

2 Beds ⋅ 1 Baths ⋅ 22257576 MLS

Rare opportunity to own a true off-the-grid retreat that is completely surrounded by thousands of acres of BLM land! This unique offering boasts privacy and security that are often only dreamt about. Developed by the founders of Home Power magazine and designed to be a model for off-grid and self-sustainable living. Esive solar array and battery bank powers the property and is backed up with generators. The uniqueness, privacy, and ability to live sustainably make this a rare opportunity.

10000 COPCO RD, Ashland

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