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$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

$284,000
2 Beds 2 Baths 220221539 MLS
Welcome to 818 Pavilion at the highly sought-after Mountain Meadows senior community in Ashland! This beautifully updated condo is truly better than new, offering a perfect blend of comfort, style, and low-maintenance living. Step inside to discover gorgeous LVP flooring, updated lighting, and tasteful designer touches throughout that create a warm, modern feel. The light-filled interior offers and inviting layout ideal for both everyday living and entertaining. Enjoy a thoughtfully refreshed kitchen, spacious living areas, and a charming front patio perfect for relaxing with your morning coffee or unwinding in the peaceful surroundings. Mountain Meadows offers an exceptional lifestyle with access to wonderful amenities, dining, social activities, walking paths, and a vibrant community atmosphere. Conveniently located near Ashland's renowned theaters, restaurants, and outdoor recreation.

818 Pavilion Place, Ashland

$375,000
3 Beds 2 Baths 220221263 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 Drive, Ashland

$794,000
5 Beds 6 Baths 220221349 MLS
71, 73 and 75 Wimer. Gorgeous updated including plumbing and electric vintage home w/charm remaining a few blocks to downtown Ashland. The main home has 3 bedrooms (2 with ensuite baths) the 3rd bedroom has an ensuite 1/2 bath. Formal living and dining and eat in large kitchen w/breakfast bar & nook. Granite countertops. Wood floors on main level & carpet on stairs & bdrms. The woodwork door trim is beautiful & probably original. Newer deck & A/C unit. Detached building (71 and 73 Wimer) are one level studio units with kitchens & baths. 73 Wimer has private deck. Main house is rented for $2375.00 p/month & tenant pays utilities except water. Studios have been rented for $1250.00 & $1350.00 per month with utilities included & they have a separate shared laundry facility. Unique property for owner occupied or income producing. Circular driveway for main home & 2 parking spaces in front for studios. Has been traveler accomodations in the past. Buyer to do own due diligence on u

75 Wimer Street, Ashland

$449,000
220221201 MLS
Perched in Ashland's sought after Eastfield neighborhood, this ready to build homesite offers a rare opportunity to create your vision in one of the area's most desirable settings. Positioned along quiet Sunnyview Drive, the property enjoys a peaceful residential atmosphere with immediate access to the natural beauty of Ashland's west hills. Just moments away, Hald/Strawberry Park and its network of walking and hiking trails provide a seamless connection between neighborhood living and the outdoors. Eastfield is known for its scenic surroundings, established homes, dead end street, and resident tennis court. This lot has been thoughtfully prepared for construction, with geotechnical work completed and building plans ready, but have not been approved yet. Utilities including water, sewer, and power are available at the street, offering a streamlined path from purchase to building in a location defined by privacy, beauty, and long term appeal.

168 Sunnyview Street, Ashland

$599,000
4 Beds 3 Baths 220220812 MLS
Timeless mid-century home just a block above Lithia Park and only a short jaunt to the plaza. Sitting in a quiet location with views, this home offers serenity while still being close in. Exposed beam ceilings on the lower level offers warmth and charm. A bank of picture windows in the living room allows one to take in the mountain views as well as overlooking the backyard. The kitchen opens to the spacious back deck which is perfect for entertaining and indoor/outdoor living. An oversized mudroom/pantry as well as an office nook round out the downstairs. Upstairs sit 4 bedrooms, including a spacious primary suite that opens to a private deck with views to take in the natural beauty. One bedroom with vaulted ceiling could be used as a media room or flex space. Outside, the yard is fully fenced and has garden beds and room to play. With a solar array and backup battery, this home is well-equipped. All of this is so close to town, Lithia Park and the incredible trail network of Ashland!

34 Scenic Drive, Ashland

$875,000
4 Beds 3 Baths 220220717 MLS
Idyllic Ashland rural sanctuary with stunning valley views and easy access to downtown. Enjoy main-level living, tons of natural light, laminate wood floors. Open kitchen/dining with tile floors, abundant built-ins, gas range, 2 sinks & French doors. Wrap-around deck & backyard oasis with cascading water feature into creek meandering between pathways and mature landscaping to pond. Remodeled primary suite features tongue-and-groove pine ceilings, tiled shower, skylight, deck access & walk-in closet. Lower-level suite has exterior entry, living area, bedroom, bathroom, kitchenette & covered patio. Talent Irrigation canal runs through the property and irrigates pasture which includes a barn with stalls & hay storage and new perimeter fencing+hot wire. 2 large gardening areas with beds & drip irrigation. 2-car garage + 40'x24' shop/garage. Perfect for 4H, farming, gardening, livestock, horses, multi-generational living, entertaining or anyone seeking privacy & views without freeway noise.

2140 N Valley View Road, Ashland

$245,000
2 Beds 2 Baths 220220712 MLS
If you are looking for the best views in Ashland's Tudor Heights, this is it. Positioned as the premier front unit, this condo offers a perspective no other home in the complex can match. Stay comfortable year-round with the rare addition of efficient ductless mini-splits for heating and cooling--a significant upgrade over the standard baseboard heat found in most units. The main level offers a seamless open layout that flows to your outdoor patio. Upstairs, both bedrooms provide unobstructed mountain views to the north and east, including a private balcony off the main suite--perfect for watching the sunrise. Whether you're walking to the Downtown Plaza for dinner or hiking through Lithia Park, everything is within reach. Enjoy the security and ease of a comprehensive HOA that handles exterior upkeep, allowing you to simply relax and enjoy the Southern Oregon scenery.

495 Chestnut Street 1 Unit 1, Ashland

$159,000
220220683 MLS
Own your own private Southern Oregon Retreat. With nearly 250 acres just 15 miles east of Ashland, a Homesite approval is already in place, and the property may offer marketable timber. Surrounded by mountains, trees, and abundant wildlife, this exceptional property is ideal for outdoor enthusiasts seeking privacy, recreation, or investment opportunity. Enjoy breathtaking views and year-round activities with Howard Prairie Lake and Hyatt Lake nearby for fishing, boating, kayaking, paddle boarding, camping, and hiking, hunting, snowshoeing, cross-country skiing, sledding, and snowmobiling. Wildlife sightings include deer, elk, and turkey. Whether you're looking for a secluded homesite, private hunting retreat, vacation getaway, or long-term investment, this one-of-a-kind property offers unmatched beauty and adventure. Gated access with ingress and egress easement in place. A rare opportunity to own your own slice of wilderness paradise.

Soda Mountain Road, Ashland

$4,500,000
5 Beds 6 Baths 220220674 MLS
Set on 3.48 private acres just 500 ft from Lithia Park and within a 1/2 mile of downtown Ashland, 237 Granite is a rare, legacy estate inspired by the timeless design principles of Greene & Greene Architects. Showcasing over 5,700 sq ft of refined living, this 5-bedroom, 5.5-bath residence embodies the essence of The Arts and Crafts Movement with exceptional craftsmanship, rich walnut flooring throughout, and a seamless connection to its natural surroundings. The grounds are a destination unto themselves--featuring a solar-heated pool, tranquil Japanese gardens with tea house, two waterfalls, a koi pond, and direct access to nearby hiking trails. Main level living w/ 871 sq ft primary wing, private caretaker quarters, and a separate 676 sq ft guest cottage with 1 bed, 1 bath, 2-car garage--offering flexibility for guests or extended living. ''The Gamble House'' of Ashland, this is the largest private estate of its kind in such close proximity to the cultural and natural heart of Ashland.

237 Granite Street, Ashland

$475,000
2 Beds 2 Baths 220220635 MLS
Attention investors!! If you're looking for a cozy getaway close to all the recreational activities Southern Oregon has to offer, this is the one for you! Currently an active short term rental and providing a strong return to the owners, this two-story charmer features 2 bedrooms plus loft area, 2 bathrooms, 1472 sq ft, 1.64 wooded acres, open floor plan, vaulted ceilings, hardwood flooring, metal roofing, attached 2 car garage, detached shop/garage, fenced yard, enclosed porch, certified woodstove, main level living, & much more! Living room, kitchen, and bedrooms are spacious as well! Can't go wrong with this property if you like to hike, fish, kayak, atv, bike, or simply enjoy a forested ambiance. Only seconds away from Hyatt Lake! This one won't last long on the market, so contact your agent today for a personal tour, before it's too late! No drive-by's allowed and this property is appt only.

7550 Hyatt Prairie Road, Ashland

$745,000
1 Beds 1 Baths 735184840 MLS
Elevated downtown living in one of Ashland's most desirable addresses. This top-floor, end-unit residence at Plaza West offers a rare blend of privacy, sophistication, & sweeping views of Grizzly Peak & the valley beyond. Light-filled & beautifully appointed, the single-level design features hardwood floors, quartz countertops, stainless appliances, & a spacious kitchen with dining bar and walk-in pantry, all flowing seamlessly into the main living areas. A gas fireplace adds warmth, while the view balcony invites relaxed indoor-outdoor living. Built in 2014 & rarely lived in, this home presents like new. Generous primary suite offers views, a spa-like bath with soaking tub, step-in shower, & large walk-in closet. Stylish den/media room, half bath, & laundry complete the layout. LEED Platinum certified building with secure entry, video intercom access for guests, underground parking, EV charging, storage & elevator. Just steps to dining, theater, & Ashland's vibrant downtown.

175 LITHIA WAY Unit #303, Ashland

$995,000
3 Beds 4 Baths 220220180 MLS
Built in 2016, this custom Ashland home offers refined single-level living with vaulted ceilings, expansive windows, and sweeping Cascade Mountain views. The light-filled great room features a large gas fireplace and an open layout ideal for entertaining. Multiple outdoor seating areas overlook beautifully maintained gardens, creating seamless indoor-outdoor living. The versatile floor plan includes a spacious primary suite with spa-like bath, a vaulted second bedroom with ensuite, a guest bedroom, office, plus a bonus room in the basement with half bath--perfect for guests or hobbies. An oversized 2-car garage with EV charger, along with a tool shed, wood shop, and abundant dry storage, provides exceptional functionality. Located just minutes from downtown Ashland, world-class theater, Lithia Park, and scenic hiking and biking trails, this home blends comfort, quality, and convenience in a prime setting. Schedule your private tour today!

417 Tucker Street, Ashland

$215,000
2 Beds 2 Baths 220219913 MLS
Charming Ashland Condo in Prime Location! Conveniently situated near restaurants, shopping, medical facilities, & scenic hiking trails in beautiful Lithia Park, this inviting 2-bedroom, 1.5-bathroom condo offers both comfort & accessibility. Tucked toward the back of the desirable Tudor Heights Complex, updated w/ newer carpet, LVP flooring & exterior paint. The main level features a kitchen w/ refrigerator, range/oven, & microwave, plus a convenient half-bathroom. Living room opens to a covered back patio, perfect for enjoying your morning coffee. Upstairs, you'll find 2 bedrooms--one w/ a private balcony ideal for relaxation, the other w/ a walk-in closet & easterly mountain views. Full bathroom w/ a dual sink vanity & tub/shower combination. The HOA provides many amenities, including a covered assigned parking space w/ storage closet, water, sewer, garbage, roof maintenance, exterior upkeep, & common areas. Don't miss your opportunity to start enjoying the Southern Oregon Lifestyle!

495 Chestnut Street 19 Unit 19, Ashland

$2,195,000
4 Beds 4 Baths 220219782 MLS
Located just outside Ashland, this property offers a rare blend of natural beauty, water, quality improvements, and convenience. The custom built home is thoughtfully positioned to capture expansive views across the surrounding valley and toward distant mountains. This elevated country estate draws from a Northwest lodge aesthetic, offering welcoming living spaces, a spacious multilevel layout and a seamless indoor outdoor connection with expansive outdoor living spaces. A picturesque stretch of Neil Creek framed by mature trees adds character and tranquility. Gently rolling topography, lush pasture, and water rights support a variety of Ag uses. A recently constructed 5,000 SF barn complements the property and offers outstanding flexibility for equipment, hobbies, or recreational use. Ideal as a homestead or simply an elegant place to enjoy connection to the outdoors, this is a property that captures the essence of Southern Oregon living while remaining just minutes from Ashland.

5293 Highway 66, Ashland

$1,466,000
2 Beds 4 Baths 220218853 MLS
You'll be in a prime spot right in Ashland's Railroad District/Spur Rail Subdivision, a super desirable area! Just hop on the elevator to the top! This place has a fantastic modern design, with 770 square feet of first-floor commercial space and a luxurious 2-story home on the 2nd and 3rd floors. You'll find premium finishes everywhere, a huge rear patio, vaulted ceilings, big windows, an open floor plan, and materials that are easy to take care of, so they last. Plus, the property is set up to get the most out of solar panels. You'll have amazing views of Grizzly Peak to the north and Mt. Ashland to the south--it's truly a dream location. The property is zoned E1 commercial (Ashland Employment District with Residential Overlay). There's a single-car garage, EV charging, and the square footage has grown. The windows have also been upgraded to Milgard Fiberglas;, each parcel comes with a 1/6th interest in the parking lot next door.

138 Clear Creek Drive, Ashland

$585,000
3 Beds 3 Baths 220218209 MLS
The minute you enter this one level home you will say WOW! Gorgeous light and bright remodel with prefinished hardwood floors, open living concept with gourmet cooks delight kitchen with island and room for bistro table and chairs. Open floor plan including vaulted ceilings in living, kitchen and dining. Gas fireplace. Primary suite with walk in closet, double sinks, amazing shower. A bonus sunroom/family room. Two more good size bedrooms, second full bath and one half bath. Double garage and large laundry room. Beautiful landscaping, covered back patio, side patio with pavers. Low voltage lighting and drip watering system. Across the street from the Oak Knoll pond and trails for the neighborhood to enjoy. Just 3 blocks to golf course. Large shed for extra storage and subdivision parking bays for visitors. Take your time to see all the details of this home and enjoy!

1057 Oak Knoll Drive, 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

$230,000
2 Beds 2 Baths 220218166 MLS
Back on market due to buyer financing/economic changes. Home is priced aggressively for a quick sale. Rare opportunity for affordable, low-maintenance living near the heart of Ashland. This charming two-bedroom townhouse is the perfect fit for those seeking an uncluttered lifestyle, as the HOA handles all groundskeeping and full exterior maintenance. Ideally situated in a quiet neighborhood, you are just a short distance from Ashland's vibrant downtown. Inside, the home is equipped with high-efficiency mini-splits for year-round climate control and comfort. The thoughtful layout includes one bedroom featuring a beautiful view of the mountains, and the second with a private balcony. Off the living area is a private fenced covered patio, providing intimate spaces for outdoor relaxation. Added conveniences include dedicated covered parking and private storage. Combining price, position, and ease of ownership, this home is a standout offering.

495 Chestnut Street 23 Unit 23, Ashland

$379,900
3 Beds 3 Baths 220217759 MLS
Nicely updated 2000-built Ashland townhome, offering 1,388 square feet of comfortable, two-level living. Hardwood floors, a cozy gas fireplace and attractive finishes create a warm, inviting feeling throughout. The well-designed kitchen includes gas range, great cabinetry, good built-in storage, an attached eating area, and an open layout to the living spaces--ideal for relaxed living. The home has three bedrooms, two full baths and convenient powder room with pedestal sink. Enjoy lovely views in this active friendly community, a covered porch with plenty of sitting area, a small front and side garden plots for your plantings, a one-car garage and one separate assigned parking space. The professionally managed HOA offers low dues of just $75 a month. Excellent access to schools, shopping, transit and Ashland's renowned amenities--this well priced property is perfect for a starter home, rental investment, or part-time getaway. Stop by for a look!

827 Blackberry Lane, Ashland

$349,000
220217224 MLS
Perched above the scenic Ashland valley, this remarkable 58.91 acre property at 3727 Old Siskiyou Highway offers sweeping panoramic views across rolling hills, forested ridgelines, and nearby Emigrant Lake. The land features a beautiful mix of open grassy slopes and mature oak woodland, creating a private and peaceful setting that feels far removed while still offering convenient access to town. Zoned WR, this parcel presents outstanding potential for a rural estate, recreational retreat, or future homesite surrounded by the beauty of Southern Oregon. Septic and well are already installed, adding meaningful value for future use. Ashland is beloved for its vibrant arts scene, destination dining, boutique shopping, outdoor recreation, and small town charm, all anchored by the world renowned Oregon Shakespeare Festival and a strong sense of community. Rarely do properties of this size, privacy, natural beauty, and proximity to Ashland come available in one offering.

3727 Old Siskiyou Highway, Ashland

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: