Refine Search
Map
Sort by
500 Mt Ashland Ski Road, Ashland
$825,000
3 Beds ⋅ 3 Baths ⋅ 220223070 MLS ⋅ 2,145 SqFt. ⋅ 5,313,448 Sqft. Lot ⋅ 121.98 Acres
Priced to sell & Owner will carry! Tranquil mountain oasis on 121+ acres featuring a campground, marketable timber, greenhouse, stream with waterfall, natural springs, and breathtaking views of Mt. Shasta and Pilot Rock. The 2,145-SQ-FT main home offers a tiled entry, stained glass, 3 bedrooms, 2.5 baths, open-beam vaulted ceilings, and a great room with a striking stone staircase. The kitchen includes granite counters and tile floors, opening to the dining area and loft. Two primary suites overlook the deck and creek; one opens to a large covered deck. Includes a detached 2-car garage, woodshed with Japanese-inspired details, and on-site fire suppression. A secluded off-grid cabin sits near the waterfall and campground. Adjacent to forestland with private hiking trails, wildlife, berries, and mushroom hunting. Enjoy stargazing, snowshoeing, sledding, and more--just 20 minutes from downtown Ashland. Last house before the lodge & the Pacific Crest Trail is right outside your door!

500 Mt Ashland Ski Road, Ashland
1969 Colestin Road, Ashland
$1,250,000
2 Beds ⋅ 2 Baths ⋅ 220222210 MLS ⋅ 2,224 SqFt. ⋅ 6,969,600 Sqft. Lot ⋅ 160 Acres
Rare opportunity to own 160 private acres on the outskirts of Ashland, offering extreme end-of-the-road seclusion, breathtaking panoramic views, and endless potential for recreation, hunting, and homesteading. Surrounded by nature and abundant wildlife, this remarkable mountain retreat delivers the peace and privacy that are increasingly difficult to find. Located just 30 minutes from Mt. Ashland and approximately 45 minutes to downtown Ashland, the property offers the perfect balance of remote living and convenient access to dining, culture, and outdoor adventure. The custom-built home features a stunning great room that truly must be experienced in person, with soaring ceilings, warm finishes, and walls of windows framing the surrounding landscape. A spacious primary suite, inviting guest accommodations, large barn, and substantial shop space make this property ideal as a full-time residence, legacy ranch, or unforgettable weekend mountain escape.

1969 Colestin Road, Ashland
374 Cambridge Street, Ashland
$450,000
4 Beds ⋅ 3 Baths ⋅ 220221886 MLS ⋅ 1,723 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
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
75 Wimer Street, Ashland
$759,000
5 Beds ⋅ 6 Baths ⋅ 220221349 MLS ⋅ 1,616 SqFt. ⋅ 9,147 Sqft. Lot ⋅ 0.21 Acres
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
162 Mountain View Drive, Ashland
$350,000
2 Beds ⋅ 1 Baths ⋅ 220221178 MLS ⋅ 769 SqFt. ⋅ 1,306 Sqft. Lot ⋅ 0.03 Acres
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
8351 Dead Indian Memorial Road, Ashland
$749,000
2 Beds ⋅ 2 Baths ⋅ 220221177 MLS ⋅ 2,235 SqFt. ⋅ 938,282 Sqft. Lot ⋅ 21.54 Acres
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
500 Ashland Loop Road, Ashland
$2,500,000
5 Beds ⋅ 7 Baths ⋅ 220220624 MLS ⋅ 6,033 SqFt. ⋅ 87,120 Sqft. Lot ⋅ 2 Acres
Discover this extraordinary Southern Oregon Luxury 2 acre estate perched above downtown Ashland w/views & incredible privacy. This custom built Pagnini home 5313 SQ FT, 5 bdrms, 5.5 bthms, 5 Car Garage + an additional 720 sq ft detached guest quarters. Grand entry, stunning wood floors, soaring ceilings, multiple fireplaces & walls of windows to take in the incredible views & abundant natural light. Gourmet kitchen w/quartz countertops, skylights & SS appliances w/double ovens. Main level primary suite w/ terrace access offers a soaking tub & steam shower. 2 upstairs guest suites both come complete w/private balcony & breakfast bar. Additionally this incredible home features a slate roof, sauna, elevator, a spacious office w/ en-suite + so much more. European-style terrace w/big natural boulders, fruit trees, a dog run, greenhouse, and manicured gardens along w/ abundant wildlife- no expense was spared on this remarkable Ashland retreat & it truly shows

500 Ashland Loop Road, Ashland
1020 Walker Avenue, Ashland
$715,000
3 Beds ⋅ 3 Baths ⋅ 220221008 MLS ⋅ 2,360 SqFt. ⋅ 30,056 Sqft. Lot ⋅ 0.69 Acres
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
2000 Colestin Road, Ashland
$680,000
1 Beds ⋅ 1 Baths ⋅ 220220912 MLS ⋅ 460 SqFt. ⋅ 6,926,040 Sqft. Lot ⋅ 159 Acres
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
34 Scenic Drive, Ashland
$589,000
4 Beds ⋅ 3 Baths ⋅ 220220812 MLS ⋅ 2,485 SqFt. ⋅ 10,018 Sqft. Lot ⋅ 0.23 Acres
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
602 Ashland Street, Ashland
$900,000
3 Beds ⋅ 3 Baths ⋅ 220220668 MLS ⋅ 3,161 SqFt. ⋅ 11,325 Sqft. Lot ⋅ 0.26 Acres
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
7550 Hyatt Prairie Road, Ashland
$475,000
2 Beds ⋅ 2 Baths ⋅ 220220635 MLS ⋅ 1,472 SqFt. ⋅ 71,438 Sqft. Lot ⋅ 1.64 Acres
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
575 Dogwood Way, Ashland
$769,000
4 Beds ⋅ 3 Baths ⋅ 220220097 MLS ⋅ 2,534 SqFt. ⋅ 7,840 Sqft. Lot ⋅ 0.18 Acres
It's the home you've dreamed of with astounding views of the valley and mountains from living and dining rooms and all four bedrooms! Designed by Jerry Toney it's been well cared for and improved over time with meaningful updates including terraced lawn with sundeck, two kitchen sinks, 16 (owned) solar panels and more! A large room on the first floor with built-in shelves is suitable for use as media, gym, or library. Garage has storage room plus workbench and sink. On the main level, vaulted ceilings and oversized windows running the length of the home create a spacious feeling that invites the valley below indoors. The primary suite boasts a walk-in closet/dressing area and a tiled bathroom complete with two-person soaking jacuzzi. The kitchen opens onto the main outside deck facilitating meals outside or barbecuing meals for inside. Throughout the home, custom western maple cabinetry and quality woodwork add warmth and character. Call your Realtor for a private showing today!

575 Dogwood Way, Ashland
480 Harrison Street, Ashland
$365,000
2 Beds ⋅ 1 Baths ⋅ 220219842 MLS ⋅ 886 SqFt. ⋅ 4,791 Sqft. Lot ⋅ 0.11 Acres
Charming single-level cottage in one of Ashland's most desirable locations, with stunning views of Grizzly Peak. This clean, well-maintained home features new flooring throughout and an inviting, light-filled interior, with two bedrooms plus a detached bonus room (not included in sq. footage), perfect for home office or studio. Additional storage can be found in the spacious basement. Large undeveloped adjoining lot (not included in the sale) gives the property a feeling of openness and privacy. Among the cherry and apple trees, grapevines and herb garden, enjoy peaceful mornings on the porch, a perfect spot for coffee while taking in the quiet neighborhood. Ideally located close to downtown Ashland, Lithia Park, the Oregon Shakespeare Festival, Southern Oregon University, dining, and nearby hiking and biking trails. Lease-to-own possibility with down-payment.

480 Harrison Street, Ashland
5293 Highway 66, Ashland
$2,195,000
4 Beds ⋅ 4 Baths ⋅ 220219782 MLS ⋅ 4,977 SqFt. ⋅ 1,298,959 Sqft. Lot ⋅ 29.82 Acres
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
430 Ashland Street, Ashland
$565,000
5 Beds ⋅ 3 Baths ⋅ 220219281 MLS ⋅ 1,973 SqFt. ⋅ 8,712 Sqft. Lot ⋅ 0.2 Acres
NEW PRICE!! Located above the Boulevard in one of Ashland's most sought-after neighborhoods, this 5-bedroom, 3-bath home offers the perfect blend of convenience and opportunity. Just minutes from downtown, local shops, restaurants, and hiking trails, the location is hard to beat. Inside, you'll find a functional layout with a cozy fireplace anchoring the main living space as well as original hardwood flooring. Updated solid wood interior doors throughout the home offer a touch of modern sophistication, while multiple sky lights allow for plenty of natural light. Outside, the lot provides plenty of room to garden, or reimagine the space to fit your vision. Whether you're looking for a solid investment property or a place to create your dream home, this one is full of potential.

430 Ashland Street, Ashland
166 Nob Hill Street, Ashland
$425,000
3 Beds ⋅ 2 Baths ⋅ 220218469 MLS ⋅ 1,791 SqFt. ⋅ 15,246 Sqft. Lot ⋅ 0.35 Acres
Builder/developer opportunity in one of Ashland's most sought-after neighborhoods. Exceptional redevelopment potential on a .35 acre corner lot just blocks from the Ashland Plaza. Elevated position captures sweeping mountain, city, and territorial views in an area of high-end homes. Existing structure is likely best suited for removal, creating a rare chance to build a stunning custom home on a large in-town lot or explore the potential for a lot split and development of two residences (buyer to complete all due diligence with the City of Ashland). Prime location near Lithia Park, OSF, and downtown amenities. Opportunities like this with size, views, and proximity to town are increasingly rare.

166 Nob Hill Street, Ashland
593 Crowson Road, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220218220 MLS ⋅ 2,101 SqFt. ⋅ 68,389 Sqft. Lot ⋅ 1.57 Acres
Fully renovated home by Coleman Creek Construction with detached studio and garage on rare E-1 zoned acreage with development potential in city limits! Charming front porch and covered wrap-around patio, open-concept living area with double-height vaulted ceiling, kitchen with quartz dining counter, designer lighting, and stainless appliances including gas range oven. Main-level primary suite with skylights, glass door to back patio with retractable awning, and full ensuite bathroom with quartz vanity, deep soaking tub, and oversized shower with seamless glass and tile surround. Additional main-level bedroom and full guest bathroom with quartz vanity, stacked washer dryer, and tiled shower. Vaulted upper-level media room, office, or third bedroom. Detached studio with quartz dining counter, stainless appliances including electric range oven, full bathroom with quartz vanity, tub shower, washer dryer, plus two-car garage. Ample off-street boat or RV parking. Inquire for details!

593 Crowson Road, Ashland
1057 Oak Knoll Drive, Ashland
$575,000
3 Beds ⋅ 3 Baths ⋅ 220218209 MLS ⋅ 1,824 SqFt. ⋅ 6,534 Sqft. Lot ⋅ 0.15 Acres
The minute you enter this one level home you will say WOW! Gorgeous light & bright remodel w/prefinished hardwood floors, open living concept w/gourmet all new kitchen featuring island & room for bistro table w/chairs. Open floor plan including vaulted ceilings in living, kitchen & dining. Gas fireplace. Primary suite w/walk in closet, double sinks, amazing shower. A bonus sunroom/family room. 2 more good size bedrooms, 2nd full bath & one half bath. Dbl garage & large laundry room. Beautiful landscaping, covered back patio, side patio w/pavers. Low voltage lighting & drip watering system. Across the street from the Oak Knoll pond & HOA private trails for the neighborhood to enjoy. Just 3 blocks to golf course. Large shed for extra storage, workshop or your needs & subd. parking for visitors. Take your time to see all the details of this home & enjoy! Don't forget outdoor activities within 5 miles include golfing, camping, fishing, hiking and skiing is just 20 minutes away

1057 Oak Knoll Drive, Ashland
852 Oak Street, Ashland
$1,295,000
4 Beds ⋅ 3 Baths ⋅ 220217927 MLS ⋅ 2,750 SqFt. ⋅ 7,405 Sqft. Lot ⋅ 0.17 Acres
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 Street, Ashland
8612 OR-66, Ashland
$999,999
3 Beds ⋅ 4 Baths ⋅ 220217132 MLS ⋅ 2,451 SqFt. ⋅ 902,998 Sqft. Lot ⋅ 20.73 Acres
Stunning new contemporary home with mountain views on 20+ private acres! Interior highlights include natural hickory and maple hardwood floors and steps; porcelain tile in kitchen, bathrooms and great room, granite counter tops, washer and dryer in upstairs primary bedroom closet and connections for a second set up downstairs, windows wired for electric blinds or shades, beautiful stone fireplace all the way to the ceiling, all Dacor appliances. The exterior has stucco siding, and a metal roof on both the main house and detached garage. The oversized garage has enough space for 2 cars plus a shop area with ample lighting, EV charging outlet, and a heated full bathroom. The garage also has an attached 2 car carport. The covered patio boasts an outdoor fireplace and the upstairs balcony off of the primary bedroom is a perfect place to accommodate a hot tub and enjoy the views.

8612 OR-66, Ashland
523 Strawberry Lane, Ashland
$995,000
5 Beds ⋅ 4 Baths ⋅ 220216782 MLS ⋅ 3,105 SqFt. ⋅ 20,037 Sqft. Lot ⋅ 0.46 Acres
Available for the first time, 2004-built custom home in Ashland's Strawberry Meadows. This 3,105 sq. ft. 5 bed/4 bath house sits on a private .46-acre lot bordering an oak-lined creek open space. Main level includes double-height entry with skylights, living room with wood-fire insert, dining room, well-planned kitchen with large pantry, and a primary suite with deck. Upper level offers four bedrooms, 3 with walk-in closets, and large family room with balcony overlooking the creek. Versatile layout accommodates expansive family life and home office space. Additional features include a 2-car garage, robust storage, an approx 200 sq ft finished bonus room not included in the square footage, and a generous patio off the dining/kitchen area with perennial gardens enclosed in a custom deer fence. Situated in a Firewise-certified neighborhood near Lithia Park with access to local hiking trails. This private and quiet property offers a rare opportunity for a special home in a coveted setting.

523 Strawberry Lane, Ashland
211 Glenview Drive, Ashland
$625,000
4 Beds ⋅ 3 Baths ⋅ 220216451 MLS ⋅ 2,711 SqFt. ⋅ 11,325 Sqft. Lot ⋅ 0.26 Acres
Panoramic valley views, seconds from Downtown Ashland & Lithia Park - a rare combination of space, quality, and location. This 4-bedroom, 3-bath home offers 2,711 sqft on a private 0.26-acre lot. The vaulted living room features hardwood floors that continue throughout both levels, and nearly every room captures sweeping valley views. Two large decks extend the living space outdoors. The updated primary suite includes radiant floor heating, walk-in shower, soaking tub, and dual vanities. The galley kitchen offers granite countertops, custom cabinetry, and quality appliances. Detached sauna/private office, EV-equipped 2-car garage, wood stove, and tankless water heater. Shared private cul-de-sac with two neighbors - the approach is short and the privacy at the top is exceptional. Walkable to Lithia Park, the Oregon Shakespeare Festival, and downtown Ashland. Pre-inspection completed. 1-yr home warranty included. At $230.54 per sq ft, priced below comparable 2026 Ashland sales.

211 Glenview Drive, Ashland
668 N Main Street, Ashland
$2,100,000
9 Beds ⋅ 10 Baths ⋅ 220215748 MLS ⋅ 5,406 SqFt. ⋅ 49,222 Sqft. Lot ⋅ 1.13 Acres
This 1880 farmhouse was originally converted into a bed and breakfast in 1983. The Morical House Garden Inn has a rich history and now has 9 bedrooms and 10 bathrooms. The main house has original red fir floors and much of the Victorian era woodwork and other features have been maintained over the years. The carriage house was added in 1995, and the Inn created a luxurious experience for its clients for more than two decades. Although day-to-day operations ceased in 2020, the Morical stands ready to resume its role as a high-end boutique hotel or move on to its next adventure.

668 N Main Street, Ashland
220 Nutley Street, Ashland
$500,000
2 Beds ⋅ 2 Baths ⋅ 220215328 MLS ⋅ 913 SqFt. ⋅ 13,503 Sqft. Lot ⋅ 0.31 Acres
Stunning 2022 transformation of a classic 1920s single-level cottage situated on a spacious third-acre parcel, ideally located between Lithia Park and Hald-Strawberry Park and only moments from downtown Ashland. Comprehensive updates include new roof, foundation, windows, waterproof LVP flooring, full electrical rewire, modern plumbing, and new sewer line. The open kitchen showcases vaulted ceilings, butcher-block island, granite sink, marble backsplash, and a copper-accented range hood. Primary suite offers private deck access, designer lighting, and a spa-like bath with clawfoot tub. Vaulted living room flows to an expansive deck with mountain views. Versatile second bedroom/office, efficient mudroom laundry, and full guest bath complete the interior. Outside enjoy terraced landscaping, TID irrigation, fresh paving and multiple outbuildings. A rare opportunity in a prime Ashland location--contact today for more information!

220 Nutley Street, Ashland
15922 Green Springs 66 Highway, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220215130 MLS ⋅ 3,488 SqFt. ⋅ 593,722 Sqft. Lot ⋅ 13.63 Acres
Modern Airstrip Estate in Oregon's Green Springs Wilderness Usable land adjacent to BLM forest offers endless recreation--horseback riding, hiking, swimming, and paddleboarding. Enjoy rural privacy without sacrificing modern comfort or convenience: cable internet, reliable utilities, and strong cell service year-round--the perfect blend for today's lifestyle. Nestled along the scenic Green Springs Highway, this standout property includes deeded private access to Pinehurst Airstrip, ideal for aviation enthusiasts. Approx. 1,500 sq ft upstairs is perfect for a home office or creative studio. Shop 2,500.sq ft 347,500 estimate at 139.00 sq ft ,install/permit, 220 amp, box, 220 wiring foundation engineered, 12x 12 rolling door, 14 ft ceilings metal snap lock roof. Property sits on13.63 acres of usable land. Open Meadows, mature timber, large pond, with direct context inside the Cascade Siskiyou National Monument area. Seller finance, 3,488 sq ft Airstrip Estate, investment opportunity.

15922 Green Springs 66 Highway, Ashland
369 Meadow Drive, Ashland
$450,000
3 Beds ⋅ 3 Baths ⋅ 220214909 MLS ⋅ 2,123 SqFt. ⋅ 3,484 Sqft. Lot ⋅ 0.08 Acres
Charming 3-bed, 2.5-bath home in a quiet Ashland neighborhood near shopping, the YMCA, and more. Enjoy peaceful countryside views and a year-round brook. The open layout features a cozy gas fireplace and a chef's kitchen with granite counters and a Bertazzoni six-burner range. The spacious primary suite includes a converted office/library space. Recent updates include new wood floors (2023), exterior paint (2022), updated carpet, expanded backyard, and reflashed windows. Move-in ready with quality upgrades throughout!

369 Meadow Drive, Ashland
451 N Main Street, Ashland
$1,249,000
8 Beds ⋅ 9 Baths ⋅ 220212846 MLS ⋅ 3,666 SqFt. ⋅ 13,068 Sqft. Lot ⋅ 0.3 Acres
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.

451 N Main Street, Ashland
527 Chestnut Street, Ashland
$715,000
4 Beds ⋅ 4 Baths ⋅ 220212305 MLS ⋅ 2,032 SqFt. ⋅ 14,810 Sqft. Lot ⋅ 0.34 Acres
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!

527 Chestnut Street, Ashland
461 Waterline Road, Ashland
$766,000
4 Beds ⋅ 4 Baths ⋅ 220211772 MLS ⋅ 3,404 SqFt. ⋅ 12,632 Sqft. Lot ⋅ 0.29 Acres
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 cedar decks (2022) 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.

461 Waterline Road, Ashland

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:

How much is your home worth?

Get instant property value now!