Courtesy: John L. Scott Ashland
541-488-1311
Enjoy the sweeping panoramic views from this 2890SF Mediterranean-style villa on the hill! This home, custom-built in 2001, features primary-level living with three bathrooms, a kitchen, a living room, and an artist/office/practitioner space with large windows, skylights, and a separate entrance. From the living room, dining room, kitchen, and the primary bedroom, the vaulted ceilings and large windows create an open, airy feeling to enjoy the incredible views and a sense of privacy. Be sure to take your shoes off and feel the radiant heat floors! Downstairs, you will find 2 bedrooms,1 full bathroom, and an additional living area with a separate entrance that would make a great multi-generational setup or rental ADU. The backyard has beautiful mature landscaping and is a peaceful retreat with a water feature, gas fire pit, automatic lighting, and garden beds. 2 Laundry hookups are another bonus!
Courtesy: Windermere Van Vleet & Assoc2
541-779-6520
Welcome to your perfect Southern Oregon Retreat at 16170 Highway 66 in Ashland! This charming 2-bedroom, 1-bathroom single-wide home offers 850 square feet of comfortable living space on a generous .59-acre lot, providing the ideal blend of cozy functionality and outdoor potential. Whether you're seeking a peaceful vacation getaway just minutes from Ashland's renowned cultural attractions, wineries, and outdoor recreation, or looking for a smart investment property in one of Oregon's most desirable destinations, this well-proportioned home delivers exceptional value. The spacious lot offers room for gardening, outdoor entertaining, or simply enjoying the natural beauty of the Rogue Valley, while the efficient floor plan ensures easy maintenance and comfortable year-round living. Don't miss this rare opportunity to own an affordable piece of Ashland's lifestyle at an attractive price point!
Courtesy: Full Circle Real Estate
541-482-6868
Just blocks from downtown, this historic gem blends charm and flexibility. Original fir floors, built-ins, high ceilings, and abundant natural light pair with modern updates. Enjoy the welcoming lawn, pollinator garden, and large covered front porch. The main level offers spacious living and dining areas, kitchen, half bath, and generous entry spaces. A 1-bedroom apartment with interior and private exterior access—includes a kitchen, laundry and full bathroom—a separate additional en-suite bedroom with exterior entry adds versatility. Upstairs are four lovely en-suite bedrooms, one with a balcony, all with updated Renewal by Andersen windows and balcony door. A detached 704 sq ft, 2 bedroom, 1.5 bath, single level cottage with its own address and electric meter provides added flexibility or income potential. With six paved off-street parking spaces, sheds, on-street parking, and alley access, this property offers exceptional possibilities for multi-generational living or investors.
Courtesy: Windermere Van Vleet & Associates
541-482-3786
Welcome to Siskiyou Mobile Village on Ashland's south end—an all-ages community offering a mix of RV spaces and single-wide manufactured homes. Built in 1971, Space #36 has been thoughtfully improved by the current owner. Updates include new wood-laminate flooring throughout, fresh white interior paint, and refinished cabinetry, including the built-in china hutch in the living room. The home features vinyl windows, two window A/C units, refreshed skirting, and a charming decorative gate at the yard entry. A rare bonus in this park is the finished and insulated shed with washer/dryer hookups, although the park does have onsite laundry facilities. Architectural bump-outs in both the living room and primary bedroom create inviting, functional spaces that add character beyond what you typically find in a 744 sq. ft., 2-bed/1-bath home. The gravel driveway can accommodate multiple vehicles depending on size, with potential to expand if desired.
Courtesy: John L. Scott Ashland
541-488-1311
Versatile, spacious, and thoroughly updated home on private wooded acreage in the Cascade-Siskiyou National Monument - just 14 miles from Ashland! Main level features a new kitchen with granite counters and island, walk-in pantry, glass-fronted display cabinets, all new stainless appliances, informal and formal dining areas, double-height vaulted ceilings, living room with built-in entertainment system, wood cooking stove with soapstone surround, family room, and powder room. Upper level with three vaulted bedrooms including primary with private balcony, two powder rooms with access to soaking tub and tiled shower, plus a loft area with skylights. Lower-level workshop or office studio with French doors and utility storage room. Solid frame construction with strawbale insulated walls, radiant heated floors, energy-efficient double-paned windows, concrete stucco exterior, and metal roof. High-speed internet via Greensprings Broadband Coop. Inquire for details!
Courtesy: Windermere Van Vleet & Associates
541-482-3786
Staged and ready for you to call home. Sweet one bedroom unit with office and extra room off bedroom for crafts and additional space. This unit is very desirable due to its location at the end of a separate wing; a private door takes you to the covered patio and opens to the courtyard. You might want to garden in pots on this patio if you have a green thumb. The kitchen has been totally remodeled with beautiful custom alder cabinets, pull outs, great storage & kitchen eating bar & pass through. All completed with beautiful wood, French doors, Berber carpet, marmoleum floors in utility rooms, up and down blinds - very well taken care of. Quiet & private as can be for a condo in this 5 star Senior Community - so many things to be a part of, if you desire. Mountain Meadows has won many awards for a senior retirement community. Library with cozy fireplace, artists studio, woodworking shop, fitness center, pool and spa and beautiful formal dinning experiences await.
Courtesy: Millen Property Group
541-301-3435
Great location at corner of Rock & Nursery streets. This charming circa 1916 built 2-story home is situated on a spacious, wide R2 zoned lot with alley access & potential room for 2 additional ADUs. 1808 sf, spacious living areas, 4 bedrooms & 2 baths on .18-acre lot. Wonderful natural light, rich hardwood floors, skylights, & a wood-burning fireplace create an inviting interior. Main level offers open living room with warm woodwork & cozy FP. Large kitchen area with dining area. Gas range, vintage tile counters, dishwasher, fridge, dining nook plus a laundry closet. 2 bedrooms on the main level & a full bath with large vanity. 2 additional bedrooms upstairs each include their own sink, with a 2nd full bath. Features include walk-in closets, French doors to a small deck, covered front porch, detached one-car garage with storage, and 4 rear parking spaces. Large yard with sprinklers, mature landscaping, & R-2 zoning. Home has vintage lighting, mostly wood windows, & knotty pine accents.
Courtesy: John L. Scott Ashland
541-488-1311
Exceptional opportunity to own the historic 'Alice Foster House' with fully renovated detached ARU permitted for Traveler's Accommodations, located directly across from the Ashland Library! Main residence on Gresham Street with charming wrap-around covered porch, original solid fir floors, built-ins with leaded glass display cabinets, wood-wrapped windows, spacious living room, formal and informal dining areas, kitchen with butcher block island, walk-in pantry, half-bath, three main-level bedrooms with full bathroom, and a wide stairwell to two upper-level bedrooms with additional full bathroom. Detached ARU on Hargadine Street rebuilt in 2014 with a complete kitchen, alder cabinetry with glass displays, solid oak flooring, skylight, full bathroom, French doors to private covered view balcony, plus a tiled main-level studio or bedroom and additional full bathroom and laundry room. Fully fenced private brick courtyard and three off-street parking spaces. Inquire for details!
Courtesy: Millen Property Group
541-301-3435
Rare Offering! R2! Three beautifully updated residences on one tax lot, each with its own address and separate meters, plus a large, detached garage. R2 zoning so 2 units could qualify for AirBNB. Located at the corner of Rock and Maple, this charming main home was fully renovated in 2018 and offers a welcoming covered porch, 1,720 sq ft, 4 bedrooms, 2 baths, and an easy layout with living, kitchen, dining, one bedroom, bath, and laundry on the main level, plus three bedrooms and a bath upstairs. The second home is a delightful 2018 single-level 2-bed/2-bath with 1,070 sq ft, an airy contemporary floor plan, high ceilings, clean finishes, and an inviting modern feel. The bright 2018 built studio above the garage is 480 sf and is perfect for guests, work, or rental income. All homes are immaculate with stylish updates, modern systems, off-street parking, and a prime location near downtown. A rare and flexible opportunity for income, multigenerational living, or a private compound.
Courtesy: Skip Real Estate
541-215-4418
Welcome to a home where space, comfort, and possibility come together. Tucked just above the Boulevard in one of south Ashland's most desirable neighborhoods, this 4-bedroom, 3-bath home offers 2,426 sq ft of inviting living space on a large, beautifully usable lot. Step inside to a warm and welcoming main level, where a two-sided wood-burning fireplace becomes the heart of the home—perfect for cozy evenings or gatherings with friends. A generously sized bonus room on the lower level expands your options even further, whether you envision a 5th bedroom, media room, home office, or vibrant play space. Outdoors, the expansive lot invites your imagination: garden to your heart's content, create outdoor living areas, or explore future improvements. With parks, trails, and amenities just moments away, this home offers not only comfort, but the everyday convenience of a sought-after lifestyle.
Courtesy: Ashland Homes Real Estate Inc.
541-482-0044
Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. Spacious country kitchen has stainless steel appliances. There's a covered enclosed back porch style room w/ bathroom. There are two bedrooms, one of which is ensuite on the main level. Versatile upstairs space has a light filled landing, one bedroom suite and another huge space w/ great architectural features, views and a full bathroom. Plus, a detached oversized two car garage, lots of parking and a relatively level yard that has a ton of potential for gardening or future development. Just above the hospital and within the Health Care Services zoning district. This is a charming property awaiting the next owner to enjoy!
Courtesy: Ashland Homes Real Estate Inc.
541-482-0044
First time on the market in over 50 years! Mid-century cottage overlooking a large .67 of an acre lot above the University in beautiful Ashland, Oregon. Main house is approx. 1424 SF w/ two bedrooms and one bath, built in 1947. Great views looking out into the trees and the mountains afar. There is also a detached garage with a cozy ADU attached to it (separate electric meter and address). Sellers have divided the lot into two separate tax lots, .47 of an acre has the house and ADU and there is a .25 of acre lot that also could be developed or just left as one big lot! So much potential with this opportunity, be it a multi-generational setup or future site of your dream home! Property has T.I.D. irrigation rights and is close to hiking trails.
Courtesy: ListWithFreedom.com Inc
855-456-4945
Beautifully remodeled and furnished, this Ashland retreat offers modern comfort. Thoughtfully updated and well maintained, this move-in-ready home sits on a street with abundant parking. Step into a welcoming interior featuring a brand-new kitchen with all new appliances, including gas range/oven, dishwasher, washer & dryer and water heater. Every update has been completed for you—no repairs, maintenance, or projects required. A newly landscaped front yard invites you in, while the backyard opens into a private, forest-like sanctuary. It feels like stepping into nature itself, offering a tranquil deck for outdoor dining and relaxation. Perfectly positioned between North and South Ashland, the home offers quick access to downtown, trails, shops, and all Ashland amenities, while still providing the serenity of nature right outside your door. A rare combination of comfort, convenience, and beauty.
Courtesy: John L. Scott Ashland
541-488-1311
This SINGLE LEVEL 1,864 sq. ft. home offers everything you need plus Breathtaking Mountain Views. Large windows and vaulted ceilings offers natural light throughout. Spacious kitchen with granite countertops, a sleek stainless steel farmhouse sink, modern appliances, breakfast bar + pantry. The split floor plan includes a sizable primary suite with a view. Attached two-car garage has plenty of space for your storage needs, hobbies, or turn it into a workshop! OUTDOOR FEATURES: 5.9 Acres, Vinyl fencing around patio plus RV space, and extra large concrete patio ideal for taking in all the seasons and sounds of nature in this beautiful South Ashland Setting
Courtesy: Full Circle Real Estate
541-482-6868
Discover the rare opportunity to own a thoughtfully maintained, multi-residence property tucked in the heart of Ashland's vibrant Railroad District. One property, two homes, three distinct addresses & utilities — 134, 136, and 138 North 2nd Street — this versatile collective blends character, comfort, & possibility. Each home has been lovingly cared for, featuring updated Jen-Weld windows (2010) and a new roof (Oct 2025). The 1952 cottage (136 N Second St, facing Second St) was beautifully remodeled in 1996 by Brad Roupp. The 1998 Don Greene Classic cottage (134 & 138 N Second St) has the downstairs being run as a short-term rental approximately 40% of the year. Whether you envision a family compound, artist enclave, or simply a beautiful place to grow together, this one-of-a-kind property is filled with possibilities. All three addresses are permitted for short-term rental; however, one unit must be owner-occupied to operate as such. (Agents: See additional documents for more info
Courtesy: Windermere Van Vleet & Assoc2
541-779-6520
Charming cottage community located in a very walkable neighborhood, next to Railroad Park and near bike path, coffee houses, library, and downtown. Built in 1999 and all the big renewal projects for this house are done! New 50 year cool-rated roof, solar panels, and new high efficiency heat pump HVAC system with air filter built in all installed in 2023. Gutters were also cleaned, aligned, and brought up to snuff with a Leaf Filter screening system. The solar system can pay for approximately half of your annual electricity costs. This home has two stories. The main level includes great-room with hardwood floors, a cottage kitchen with greenhouse window, half bathroom, and the single-car garage. Upstairs has full bath, two nice sized bedrooms - one with a dormer feature overlooking our ''Alley'', and a generous nook which could be your office, studio, or even converted into a third sleeping area. Windows and a skylight let the place glow!
Courtesy: eXp Realty LLC
541-954-7758
Delightful home on 0.86 acres with custom details throughout. A spacious split-level entry welcomes you into the main living area featuring the living room, dining room, great room, kitchen, and primary suite wing. The cook's kitchen with island and skylight opens to a warm great room with fireplace and breakfast nook, while the formal living and dining rooms capture stunning views of the rock-walled gardens, valley, and mountains. The primary suite includes an adjoining den or nursery, and a second bedroom suite offers excellent guest space. A large laundry room with access to the back patio and hot tub, plus a guest half bath, completes the upper level. The lower level is ideal for multi-generational living with a family room, two bedrooms, full bath, and hidden wine cellar. Outside features multiple patios, Zen-like spaces with water features, mature landscaping, a children's playhouse, a garden shed, and a detached two-car garage. Private, serene, one of a Kind, Must Tour!
Courtesy: Gateway Real Estate
541-482-1040
Just four blocks from Downtown Ashland, this freshly updated 1996-built home sits above the library with fantastic mountain views. A brand-new roof, refinished hardwood floors and carpeting create an inviting and refined ambiance. Ten-foot ceilings on both levels enhance the bright and open feel. The main level features two spacious primary suites, a well-appointed living and dining area, a kitchen, a great room with an office nook, and a spacious veranda perfect for enjoying morning coffee or relaxing evenings. The lower level adds great flexibility with a private 3rd bedroom and full bath, its own entrance, dedicated storage, a 3-car garage with a deep RV bay, and an oversized bonus room perfect for media, art, or fitness. The low-maintenance yard features mature landscaping and sprinklers. A charming detached 900 sf 2BD/1BA ADU cottage with its own entry is included in AS-IS condition. The total finished living space of the house and ADU is 4,120 sf, comprising 5 bed and 4 baths.
Courtesy: Brunner & White
541-890-8701
Exceptional home in the heart of Ashland, within minutes of Shakespeare festival and downtown. This amazing abode situated on a sizeable lot demonstrates vintage appeal, extensive remodel embodies every modern amenity one could desire. Large covered front deck flows into spacious entryway, generous chefs kitchen, capacious living and dining room. The main floor is set up for easy living, with tons of room to entertain. Tall ceilings, large windows, beautiful stained glass door surrounds and more. Upstairs you will find the Primary bedroom, en suite bath and enormous closet, additional upstairs bedrooms are generous and all have large closets. Tons of storage space, custom doors, windows and trim, beautiful fixtures and more-simply too much to list in description. This incredible home was extensively renovated by D.A Boldt over 11 months in '08-'09 at an expense of almost $400k. From under-structure to roof, nothing was overlooked. Simply Exceptional! Must see to appreciate.
Courtesy: C O Properties Inc.
541-771-5606
Experience refined living at Phillips Corner with this beautifully appointed contemporary home near Ashland's vibrant downtown. Designed with exceptional craftsmanship and attention to detail, this residence features a welcoming covered entry, elegant gas fireplace, and high-quality finishes throughout. The thoughtfully designed floor plan includes three spacious bedrooms and two baths, with a luxurious main-level primary suite for easy living.Energy efficiency meets sophistication with Earth Advantage Certification, featuring mini-split systems for personalized comfort, a tankless on-demand water heater, andpremium windows and insulation for year-round savings. Enjoy serene mountain views, a detached two-car garage, and a community playground just steps away. Ideally located near the Oregon Shakespeare Festival, Southern Oregon University, and scenic parks and trails — this home blends modern comfort with timeless Ashlandcharm.
Courtesy: John L. Scott Ashland
541-488-1311
Tucked away on a quiet, tree-lined street, this beautiful home strikes the perfect balance of space, comfort, and mountain charm. Boasting 3,404 square feet, 4 bedrooms (plus an office) and 3 bathrooms, it offers plenty of room for both relaxation and entertaining. The open main level flows easily from the spacious living and dining areas to a warm, inviting kitchen with rich wood cabinetry, generous counter space, and windows that frame peaceful forest views. New front and rear decks extend your living space outdoors, perfect for morning coffee or evening gatherings. The lower level hosts the primary suite and three additional bedrooms, three with private deck access and peaceful vistas. A large basement provides easy access to nearby trails and could be finished for extra living space, while also offering convenient access to the home's major systems. With a clean pre-listing inspection and thoughtful updates throughout, this home truly embodies refined mountain living.
Courtesy: RE/MAX Platinum
541-734-5500
This large 3,237 square foot home with panoramic views sits on a quiet cul-de-sac with a seasonal creek and an almost one-acre lot. Large windows and a wrap-around deck highlight the views, and there is a separate deck near the creek. Hiking trails begin only one block away. Open kitchen with custom mahogany cabinets, granite counter, Sub Zero Refrigerator overlooking Ashland. The kitchen, dining room and living room have an open floor-plan and recently refinished hardwood floors. Two of the bathrooms have custom tile-work. The lower level has a large bonus room, storage room, bathroom and another bedroom. There is an over-sized two-car garage with shelves and an abundance of storage space. Beautiful landscaping with lavender and rose gardens, a fountain, a greenhouse, extensive fencing. Very private and serene, yet you are only minutes to downtown.
Courtesy: John L. Scott Ashland
541-488-1311
Stunning single-level contemporary home on 6.81 irrigated acres just minutes from downtown Ashland, Golf Course, & Emigrant Lake, yet privately tucked away at the end of Maywood Way among idyllic pasturelands. This custom home offers exceptional indoor-outdoor living. Light-filled spacious great room features vaulted Birdseye Pine ceiling, lime wash walls, hardwood floors, & elegant Tulikivi soapstone fireplace providing radiant warmth throughout. The open kitchen boasts granite countertops, center island, and gas range. Enjoy the large enclosed tiled patio with industrial screen, hot tub, and attached greenhouse room. Thoughtfully designed 4 bedrooms, 2 beautifully remodeled bathrooms with radiant floor heat & tiled showers. Ideal for farming, vineyard or equestrian pursuits with flat & fertile irrigated land, irrigation piping, water filtration & storage, garden, pastures, 1,728-sqft farm building, & 768-sqft flex space for art or office. Please do not drive by without appointment.
Courtesy: Safari Village Real Estate
541-391-8233
Spacious Manufactured Home on .64 acre lot 2 miles from Emigrant Lake. Plenty of room for parking large RV, storage sheds and lots of room for entertaining guests. Large kitchen and open floor plan. Dining area with french doors leading to outside deck with views of the mountains. Living room and large family room.
Courtesy: Gateway Real Estate
541-482-1040
This stunning estate provides a uniquely designed light filled home with the privacy of over 22 acres. The living space revolves around an outdoor courtyard. The extensive use of glass brings in an abundance of natural illumination from all directions. Opening the sliders allows for a flow between the living space and the natural beauty outside. A massive great room provides wonderful space for large gatherings. The recently remodeled chef's kitchen includes a double oven, built in refrigerator / freezer, and a large pantry. Black granite and Caesarstone counters provide a modern look. The wine storage and tasting room are on the lower level. Natural flooring materials include oak, cherry and stone. Each suite provides outdoor access and is complimented by a well-appointed bathroom. There is an attached 3-car garage and a large, detached workshop. This private mountain sanctuary is only minutes from downtown Ashland.
 |
| The content relating to real estate for sale on this website comes in part from the MLS of Central Oregon. Real estate listings held by Brokerages other than Xome Inc. are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). |
Ashland is located in Oregon. Ashland, Oregon has a population of 21,348. Ashland is less family-centric than the surrounding county with 20.6% of the households containing married families with children. The county average for households married with children is 27.52%.
The median household income in Ashland, Oregon is $63,641. The median household income for the surrounding county is $61,020 compared to the national median of $69,021. The median age of people living in Ashland is 48 years.
The average high temperature in July is 88.5 degrees, with an average low temperature in January of 29.5 degrees. The average rainfall is approximately 22.3 inches per year, with 3.7 inches of snow per year.
