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$310,000
2 Beds ⋅ 2 Baths ⋅ 220222924 MLS
Welcome home to this light-filled & beautifully maintained 2-bedroom, 2-bath condo in a desirable Ashland location near the YMCA! Perched on the second floor, this inviting home boasts what may be the best Grizzly Peak views in the entire complex, enjoyed from your private balcony. The open living space features durable Pergo waterproof, scratch-resistant laminate flooring throughout most of the home, while a mini-split system provides efficient heating & cooling. Bedrooms are equipped with their own heat & air conditioning window units for personalized comfort. The kitchen shines with stainless steel appliances & opens to a laundry room with shelving that doubles as valuable pantry storage. A single-car garage plus an additional parking space offer convenience, while the shared courtyard with patio furniture creates a welcoming outdoor gathering space for the adjoining four condos. Move-in ready, thoughtfully updated, & perfectly positioned to enjoy all that Ashland has to offer!

2244 McCall Drive, Ashland

Listing courtesy of Windermere Van Vleet & Associates.

$185,000
220222786 MLS
Homesite approval granted. Buyer to conduct due diligence regarding all conditions and requirements applicable prior to permitting and construction. Beautiful 1.17-acre gently sloping parcel with stunning lake views, just 10 minutes south of Ashland. Features an excellent building site, productive well area, easy access, and approximately 0.9 irrigated acres through the Talent Irrigation District. Partially fenced and ready for your dream home!

Highway 66, Ashland

Listing courtesy of John L. Scott Ashland.

$515,000
220222605 MLS
Position your business for success in this flexible commercial opportunity in the desirable hills of Ashland! Formerly operated as a fitness and wellness space, this unique property features an open gym-style floor plan with multiple private rooms ideal for offices, storage, treatment rooms, massage, counseling, personal training, studio use, or creative workspace. The current business is relocating, opening the door for a new owner or tenant to bring fresh vision and energy to the space. Take all the space as your own or divide the space into 3 units as either commercial or residential for additional income and offset of expenses! There are 3 separate entrances, 3 meters, and 3 bathrooms. Don't wait, this is the only one like this!

905 Skylark Place, Ashland

Listing courtesy of Ford Real Estate.

$399,000
3 Beds ⋅ 3 Baths ⋅ 220222380 MLS
Exceptional end-unit townhome less than 1 mile from Southern Oregon University! Originally built as the developer's personal residence, this thoughtfully designed home offers approximately 30% more living space than other units in the community. Inside, you'll find rich Brazilian cherry hardwood floors, elegant Italian mosaic tile accents, new interior paint, and stainless-steel kitchen appliances. The spacious kitchen features granite countertops, abundant cabinetry, and a walk-in pantry, opening to a comfortable living area with a gas stove. The main level also includes a half bath, laundry area, and access to a private fenced patio with additional storage. Upstairs, the generous primary suite captures beautiful mountain views and offers a spa-inspired bath with dual sinks, soaking tub, walk-in shower, and two closets. A detached garage, deeded parking space, community pool, exterior maintenance, and landscaped common areas complete this outstanding property.

820 Park Street, Ashland

Listing courtesy of Windermere Van Vleet & Assoc..

$1,000,000
220222324 MLS
Unique opportunity in downtown Ashland. This commercial property offers two legal spaces with strong flexibility. 120 E Main features 1,520 sq ft plus an expansive deck--ideal for retail, office, hospitality, or possible restaurant use. 130 E Main adds 369 sq ft, well-suited for a boutique, studio, or office. Zoned C-1-D, allowing a variety of uses. Built in 1938, the building blends character and functionality with tile and hardwood floors and a convenient single-level layout. Alley access and designated parking add ease and functionality. Ideal for an owner-occupant--occupy both spaces, use one and lease the other, or maximize income by renting both. Prime location with strong visibility, steady foot traffic, and close proximity to downtown shops, dining, and everyday amenities.

120 E Main Street, Ashland

Listing courtesy of John L. Scott Ashland.

$335,000
220222249 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 Road, Ashland

Listing courtesy of Millen Property Group.

$900,000
5 Beds ⋅ 4 Baths ⋅ 220221548 MLS
2 HOMES AND A GUEST STUDIO/COTTAGE ON 1 LOT!!! Just 3 miles from town, this exceptional 11-acre property sits on a sunny south-facing hillside with breathtaking views and endless possibilities. Ideal for a multi-generational family compound, rental income opportunity, homestead, or private retreat, this unique property offers an incredible combination of living space, infrastructure, and outdoor amenities. The 2,200 sq. ft. log home is filled with warmth and rustic charm, while the 1,800 sq. ft. second home includes a full basement for additional living or storage space. A separate 1,200 sq. ft. fenced studio/cottage provides excellent flexibility for guests, a home office, or a creative space. Additional improvements include two large septic systems, RV hookups with water and electricity, a separate laundry room, two tiny cabins, multiple storage buildings, root cellar with shop above, and a barn-style structure on the lower portion of the property with a newer roof.

2909 Dead Indian Memorial Road, Ashland

Listing courtesy of John L. Scott Medford.

$965,000
7 Beds ⋅ 5 Baths ⋅ 220222015 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 Street, Ashland

Listing courtesy of Millen Property Group.

$319,500
2 Beds ⋅ 2 Baths ⋅ 220222004 MLS
Light and bright upstairs condo in the McCall Drive Condominium subdivision. This well-maintained 2-bedroom, 2-bath home offers 1,005 sq ft, a single-car garage below, cherry laminate flooring, and a spacious deck off the living area. Peekaboo views of Grizzly Peak can be enjoyed from the primary suite and front door landing. Both bathrooms include tub/shower combinations, and the home also offers a laundry room, heating and air conditioning in all rooms, and all appliances included in the sale. Convenient Ashland location, moments to the YMCA and close to shopping, bike path, and everyday amenities. Per the seller, the owner is currently first in line with the HOA for rental eligibility, making this a potential opportunity for an owner-occupant or investor.

2214 McCall Drive, Ashland

Listing courtesy of Ashland Homes Real Estate Inc..

$475,000
4 Beds ⋅ 3 Baths ⋅ 220221886 MLS
3 bed, 2 bath main home with an attached 1 bed, 1 bath studio featuring a separate entrance! You'll love this wonderful neighborhood just 3 blocks from Helman Elementary School, with easy access to the bike path, tennis courts, playground, dog park, and community gardens -- all just 1 mile from Ashland Plaza. This home sits on nearly a quarter of an acre so lots of space to entertain and garden. Incredible fenced rear yard with expansive lawn areas, apple, plum & apricot trees, raised garden beds & grape arbor, covered patio and views of Mt Ashland. Two car garage creates a large space for a workshop or all your outdoor gear.

374 Cambridge Street, Ashland

Listing courtesy of Beyond Real Estate Brokers.

$525,000
220221566 MLS
Prime Ashland Commercial Property - Now Available! 509 Siskiyou Boulevard offers unmatched visibility and a standout location in the heart of town. Situated just south of the Ashland Fire station, this high-traffic property guarantees incredible exposure to both drivers and pedestrians. Don't miss your chance to secure a vibrant commercial space just steps from downtown!

509 Siskiyou Boulevard, Ashland

Listing courtesy of Windermere Van Vleet & Associates.

$850,000
3 Beds ⋅ 3 Baths ⋅ 220221511 MLS
Refined country view home on serene private acreage just 10 minutes from downtown Ashland. Recent upgrades include all new cement board lap siding, updated HVAC, and architectural shingle roof with solar array. Main level with 2,375 SqFt of living area, solid oak hardwood flooring, vaulted wood-paneled ceilings, three sets of sliding glass doors to redwood deck with infrared sauna and hot tub, great room with propane fireplace, formal dining, kitchen with leathered granite and quartz counters, stainless appliances including double ovens and induction cooktop, spacious primary with walk-in closet and full ensuite bath, two guest bedrooms, full guest bath, laundry room, and two-car garage. Upper-level office or fourth bedroom. Paved driveway, ample parking, mature plantings, grass lawns, full metal fencing around home, lower view deck with pergola, stone pathways, patio, and pond. Forest management by Lomakatsi. Access via Frank Hill Road or McKenzie Canyon Rd. Inquire for details!

1601 Frank Hill Road, Ashland

Listing courtesy of John L. Scott Ashland.

$899,000
220221479 MLS
312 Sky Ridge Road offers 164 acres in the hills above Ashland, combining privacy, natural beauty, and usable land in a premier Southern Oregon setting. Zoned EFU, the property features a blend of moderately sloping terrain, open ground, and native landscape ideal for recreation, investment, or an exceptional estate setting. Approximately 2,220 feet of Cove Creek frontage adds scenic beauty and recreational appeal. A strong 48 GPM well, per 2018 well log, provides an excellent water source for future improvements. A fully paved drive leads to the property, with plans underway for a custom luxury entrance designed to complement the scale and quality of the setting. Elevations ranging from approximately 2,120 to 2,520 feet capture panoramic views in nearly every direction, creating a remarkable sense of space and connection to the surrounding mountains and valleys. Conveniently located near Medford, outdoor recreation, public lands, and Southern Oregon amenities.

312 Sky Ridge Road, Ashland

Listing courtesy of John L. Scott Medford.

$325,000
220221434 MLS
Incredible opportunity to own over an acre inside the city limits of Ashland! Beautiful view lots in a desirable close-in location surrounded by other quality homes. These spacious parcels capture incredible views of the Cascades, Grizzly Peak, and Billings Pond. Close to town, but tucked away at the same time. Plenty of room to create a custom home that takes advantage of the space and scenery. City services are at the street. Two separate tax lots allow for a potential multi family opportunity or just one gorgeous dream home!

Schofield Street, Ashland

Listing courtesy of Full Circle Real Estate.

$175,000
220221397 MLS
Beautiful view lot in a desirable close-in location surrounded by other quality homes. This spacious parcel captures incredible views of the Cascades, Grizzly Peak, and Billings Pond. Close to town, but tucked away at the same time. Plenty of room to create a custom home that takes advantage of the space and scenery. City services are at the street. The adjacent lot (TL 7100) is also available for purchase for those looking for additional flexibility, extra space, or a multi-home opportunity.

Schofield Street, Ashland

Listing courtesy of Full Circle Real Estate.

$175,000
220221398 MLS
Beautiful view lot in a desirable close-in location surrounded by other quality homes. This spacious parcel captures incredible views of the Cascades, Grizzly Peak, and Billings Pond. Close to town, but tucked away at the same time. Plenty of room to create a custom home that takes advantage of the space and scenery. City services are at the street. The adjacent lot (TL 7200) is also available for purchase for those looking for additional flexibility, extra space, or a multi-home opportunity.

Schofield Street, Ashland

Listing courtesy of Full Circle Real Estate.

$759,000
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

Listing courtesy of Absolute Realty.

$525,000
4 Beds ⋅ 2 Baths ⋅ 220221283 MLS
Charming historic home with 29+ years of improvements and stewardship. Updated electrical, HVAC, plumbing, sewer line, new roof, solar tubes, skylights, wood-wrapped casement windows, and decks. Wood flooring, vintage fixtures and hardware, period lighting, leaded-glass windows, and picture rail moldings. Spacious open living and dining area with wood stove and door to covered side-porch, kitchen with wood and glass-fronted display cabinets, laundry closet, two bedrooms, and full bathroom. Vaulted upper-level landing, wood-paneled bedroom with panoramic mountain views, full bathroom, and fourth bedroom with closet. Terraced grounds with mature trees, ornamental plantings, paver patio, meandering pathways, sunny fenced gardening areas, rustic garden shed, and renovated detached garage workshop. Property backs to 1.43-acre natural greenspace owned by the City of Ashland near Hald-Straberry Park; conveniently located within a half-mile of downtown. Inquire for details!

71 Scenic Drive, Ashland

Listing courtesy of John L. Scott 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

Listing courtesy of John L. Scott Medford.

$379,000
2 Beds ⋅ 1 Baths ⋅ 220221178 MLS
Ashland Garden Cottages boast Earth Advantage Platinum Status with Owned Solar Panels. Energy Star appliances, efficient layout of 2 bedrooms, 1 bathroom, stackable washer/dryer, and a living area to include the kitchen, dining area, and living room. Covered front porch, no common walls, quartz countertops, tile shower, and designer lighting. All appliances shown are included in the sale.

162 Mountain View Drive, Ashland

Listing courtesy of Full Circle Real Estate.

$749,000
2 Beds ⋅ 2 Baths ⋅ 220221177 MLS
This sophisticated home combines high-end finishes & top-of-the-line infrastructure w/ stunning sunset views, a strong producing well w/ water rights, & a professional-scale solar array designed for complete self-sufficiency. Enjoy a grand layout featuring vaulted ceilings, wide plank engineered white oak floors, two wood stoves, and Knotty Alder solid core doors. Sliders lead to a brand new two-tiered deck, while the primary offers a free standing tub, marble shower, & a view balcony. This smart home provides seamless control over lighting, media, HVAC, etc via a central wireless hub. The firewise exterior includes a metal roof and fiber cement siding. A 28 solar panel array with 22,000KW storage is backed by two generators integrated for automatic operation. There's a heated barn with drive-through doors, two climate-controlled 40' shipping containers, & a storage shed. Newly completed in 2024 & 15min to town, this property is one of a kind. Inquire for a full features list.

8351 Dead Indian Memorial Road, Ashland

Listing courtesy of Gateway Real Estate.

$150,000
220221155 MLS
Incredible views facing the sunrise, Pilot Rock and Mount Ashland! The non-expiring homesite is approved by Jackson County! Pad for home and the driveway are both in and the acreage gives you plenty of privacy. There are two seasonal creeks running through this property and plenty Ponderosa pines and oak trees are sprinkled on the land. Deer and other wildlife also call this home so you might want to as well! Priced right, hurry! Don't wait on this 20.41 acre piece of beauty!

8074 Highway 66, Ashland

Listing courtesy of Ford Real Estate.

$715,000
3 Beds ⋅ 3 Baths ⋅ 220221008 MLS
Back on the market through no fault of the property! Custom-built home on a private .69-acre lot in Ashland with breathtaking valley and mountain views. This versatile property offers a primary bedroom on the main level, vaulted ceilings, fireplace, built-ins, and spacious living areas designed for comfort and entertaining. Large kitchen with breakfast nook and abundant storage throughout. The primary suite features double sinks, separate shower, and a jetted soaking tub with its own hot water system. Downstairs includes a finished daylight basement with separate entrance and plumbing in place ideal for guest quarters, multi-generational living, or future mother-in-law suite potential. Enjoy the fenced garden with raised beds, TID irrigation water, oversized 2-car garage, easy-care landscaping, and a new roof installed in 2023. Rare blend of privacy, flexibility, and stunning views.

1020 Walker Avenue, Ashland

Listing courtesy of Oregon Adventure Realty.

$225,000
220220994 MLS
Build your custom home on this conveniently located 2.4 acre property in beautiful Southern Oregon just 10 minutes from Ashland! Homesite approval has been granted through the county, with plenty of space to build your custom home, a barn, stables, and outdoor living area to soak up the serene views of the surrounding mountains and Emigrant Lake. Power and high speed internet is available at the property line.

Old Highway 99, Ashland

Listing courtesy of John L. Scott Ashland.

$680,000
1 Beds ⋅ 1 Baths ⋅ 220220912 MLS
Beautiful Colestin property on 159 acres with 5 separate lots combined, seasonal creek running through this property, and amazing views. A must-see sanctuary on Colestin Road.

2000 Colestin Road, Ashland

Listing courtesy of John L. Scott Medford.

$164,000
220220894 MLS
Premium building lot above the fog! This property sits directly north of Hooper Springs Park with easy access from Dead Indian Memorial Road. Gently sloping lot toward the west with a mixture of hardwoods and conifer trees that allows for privacy while still maintaining great views! Home site and septic have already been approved. A great spot to park an RV and enjoy the sunset or build that custom home you've been dreaming of. Manufactured homes are okay as well. Call today!

Dead Indian Mem Road 101 Unit 101, Ashland

Listing courtesy of Ford Real Estate.

$589,000
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

Listing courtesy of Full Circle Real Estate.

$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

Listing courtesy of John L. Scott Ashland.

$154,000
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

Listing courtesy of Invest Rite Realty Group, LLC.

$935,000
3 Beds ⋅ 3 Baths ⋅ 220220668 MLS
Quality custom view home in a private natural setting above the boulevard, just six minutes to Ashland's downtown plaza. Abundant natural light and airflow with operable wood-wrapped casement windows, high vaulted ceilings, solid core doors, and unique architectural view corridors throughout. Great room with solid Brazilian cherry flooring, gas fireplace, formal dining with built-in buffet, French doors to wrap-around view deck, kitchen with granite dining counter and stainless appliances, open family and informal dining room, powder room, laundry with utility sink, and two-car garage. Step-down primary suite with French doors to private balcony, walk-in closet, full ensuite bathroom with travertine double vanity, jetted tub, shower, and water closet. Upper loft with mountain views and stairwell skylights. Two lower-level guest bedrooms, full bath with tub shower, den, and French doors to pebbled concrete patio and organic garden. Newer HVAC and exterior paint. Inquire for details!

602 Ashland Street, Ashland

Listing courtesy of John L. Scott Ashland.

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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. Last updated: