Jackson Co: Ashland Homes for Sale

Welcome to Ashland, nestled in the picturesque Jackson County of southern Oregon, where the charm of small-town living meets the breathtaking beauty of nature. Renowned for its vibrant arts scene and stunning landscapes, Ashland is a hidden gem that offers an idyllic lifestyle for families, retirees, and everyone in between. With the majestic Siskiyou Mountains as a backdrop and the tranquil waters of Ashland Creek flowing through the heart of the town, this region is a paradise for outdoor enthusiasts and cultural aficionados alike.

Ashland is perhaps best known as the home of the Oregon Shakespeare Festival, which draws visitors from around the world to enjoy world-class performances in a quaint, inviting setting. The town's historic downtown area is brimming with unique boutiques, artisanal eateries, and cozy cafes, creating a warm and welcoming atmosphere. In addition to its cultural offerings, Ashland boasts excellent schools, lush parks, and a strong sense of community, making it an ideal place to settle down.

For those considering a move to this enchanting town, there are a variety of homes for sale that cater to different tastes and budgets. From charming bungalows and modern townhouses to spacious family homes and luxurious estates, Ashland's real estate market has something for everyone. Each property is a gateway to a vibrant lifestyle, allowing you to enjoy the rich culture and natural beauty that Ashland has to offer. Don’t miss your chance to call this remarkable community home—explore the available listings today and discover the perfect place to start your next chapter!

Newest Jackson Co: Ashland Homes for Sale

$699,000

4 Beds ⋅ 2 Baths ⋅ 356025262 MLS

Built in 2007, this inviting 4 bedroom, 2.5 bath home offers 2,170 SF of thoughtfully designed space with beautiful mountain views. Main-level living room showcases Brazilian cherry floors, exposed beams, and a gas fireplace that opens to the deck. The kitchen features granite countertops, stainless steel appliances, custom cherry cabinetry, a full butler's pantry, and an adjacent dining area perfect for gatherings. A spacious primary suite includes a sitting area, walk-in closet and generous bathroom. Complemented by a separate laundry room and convenient half bath. Upstairs, three large bedrooms and a full bath provide excellent separation of space. Lush landscaping, gated yard and generous deck create an ideal outdoor area. With solid wood doors, mixed carpet, hardwood and tile flooring, and a central vacuum system, this home blends luxury, comfort & craftsmanship in a coveted Ashland location near Kestrel Park, Bear Creek, and nearby trails.

345 Fair Oaks AVE, Ashland

$950,000

2 Beds ⋅ 1 Baths ⋅ 161774949 MLS

Rare opportunity -- 4.39 acres of open pastoral land within the Eagle Point Urban Growth Boundary. The City of Eagle Point has indicated this parcel is a strong candidate for rezoning from RR-5 to R-2, potentially allowing approximately 31 residential home sites. Wide, sweeping views stretch west across the valley toward the mountains -- the quiet, spacious feel that defines Southern Oregon living at its best. Just two miles from the Golf Club at Eagle Point Golf Course, with shopping and dining minutes away in Medford. Eagle Point is one of Southern Oregon's most actively growing communities, currently processing annexations under Oregon's SB 1537 housing initiative. This parcel sits inside the UGB with city-indicated rezoning support -- an advantage few land listings can claim. Developers, builders, and long-view investors will want to look closely. Buyers to conduct own due diligence with the City of Eagle Point regarding rezoning, annexation timeline, and all development requirements.

963 STEVENS RD, Eagle Point

$1,140,000

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

$1,295,000

4 Beds ⋅ 3 Baths ⋅ 660672633 MLS

Platinum Earth Advantage home just minutes from downtown, offering 2,750 sq ft of thoughtfully designed 4BR, 3BA + office living space with stunning views of Grizzly Peak and the Cascades. This light-filled residence features 12’ ceilings, expansive windows, quartz surfaces, designer lighting, and blonde wide-plank hardwood floors. The main level features two ensuite bedrooms, highlighted by a luxurious primary suite with radiant heated floors, dual shower system, and two walk-in closets. The chef’s kitchen boasts an 11-ft island, double ovens, gas cooktop, beverage fridge, and walk-in pantry. Enjoy seamless indoor-outdoor living with an 8’ slider to a spacious view deck. Lower level offers 2 bedrooms, office, second laundry, and potential for separate living. Professionally landscaped, private setting with detached 2-car garage, EV charging, and energy-efficient 2-zone HVAC system. Home designed by Vadim Agakhanov.

852 OAK ST, 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

$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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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: