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523 Strawberry Lane, Ashland
$995,000
5 Beds ⋅ 4 Baths ⋅ 220216782 MLS
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

Courtesy of Gateway Real Estate

381 Clinton Street, Ashland
$991,800
3 Beds ⋅ 3 Baths ⋅ 220210724 MLS
Stunning new construction in Ashland's Magnolia Meadows! This exceptional 3-bedroom home features a unique design and thoughtful use of space, making it a true neighborhood gem. Enjoy a pitched roof ready for solar panels, a fully fenced yard with drip irrigation, and beautiful landscaping with views of Grizzly Peak. Inside, benefit from top-of-the-line heating and cooling, on-demand hot water, and heated flooring in the primary bath. Elegant vaulted ceiling with skylights and clear story windows that envelope rooms with light. Gas fireplace serves as a focal point, complemented by 8-foot rift oak doors. Single-story living with no carpeting, deluxe primary suite, beautiful wide planked hardwood oak floors with the expansive living and dining area featuring custom built-ins, quartz countertops, and gourmet kitchen with a 36'' Bosch induction range, wine cooler, and more. Discover your dream home today!

381 Clinton Street, Ashland

Courtesy of Millen Property Group

5831 Old Highway 99 S, Ashland
$950,000
3 Beds ⋅ 4 Baths ⋅ 220228020 MLS
Set on more than 37 private acres in the Siskiyou Mountains, this property offers space, privacy minutes from Ashland and the Rogue Valley. Mt. Ashland Ski Area, Emigrant Lake and the Pacific Crest Trail are nearby, putting Southern Oregon recreation close at hand. The main residence features soaring wood-clad ceilings, exposed beams, expansive windows and a stone fireplace. The open great room flows into a gourmet kitchen with cabinetry, full-size refrigerator and freezer, double ovens and island. A media room, geothermal heating and cooling, and hard-wired generator add comfort and peace of mind. A detached four-car garage provides spaces, while the auxiliary building offers an open area, kitchen, full bath and three-car garage--ideal for a studio, workshop, recreation or guest space. A loft studio, greenhouse, gardens, water storage, creek, rock outcroppings and wildlife complete this Southern Oregon retreat.

5831 Old Highway 99 S, Ashland

Courtesy of Windermere Van Vleet & Assoc.

2260 Old Highway 99 S, Ashland
$900,000
4 Beds ⋅ 3 Baths ⋅ 220227282 MLS
Welcome to PrayerFarm, a unique oasis for multi-generational living, community, homesteading, and events, all close to town. The light-filled primary home features sustainably harvested wood floors, a high-efficiency woodstove, a masonry Tulikivi, and ample indoor/outdoor entertaining spaces. A self-contained guest cabin provides overflow living. The massive 1,700+ SF ''barn'' is an absolute powerhouse, packed with an artist studio, guest suite with composting toilet, a scenic retreat loft, and a large office. Outdoor features include a cobb fireplace kitchen, ceremonial Tipi with an earthen floor, and a soothing Koi pond. The land is fully set up for self-sufficiency with a natural spring, abundant water storage, a fenced garden, mature fruit orchards, and an animal pen/coop. Modern convenience meets rural paradise with hardwired high-speed Ethernet throughout. Lovingly maintained for decades, this rare, special sanctuary is ready for its next chapter.

2260 Old Highway 99 S, Ashland

Courtesy of John L Scott Ashland

1395 Woodland Drive, Ashland
$899,000
4 Beds ⋅ 3 Baths ⋅ 220229360 MLS
There's something special about a home that gives you room to live a little bigger. Your mornings can start with coffee on the large porch with unobstructed views of Grizzly Peak, while evenings offer the same backdrop from the large sitting room on the main level. Built in 1932 and offering 3,127 SF on a .30-acre lot, this is a home with history, personality, and plenty of room for what comes next. The main house has 3 bedrooms and 1.5 baths, while a permitted 1/1 ADU on the lower level creates a separate space for guests, family, or rental income. Beyond the house, the oversized heated two-story garage and shop is a major part of what makes this property unique. There's room for serious projects, hobbies, gear, storage, and vehicles, plus dedicated off-street RV parking. Inside, the home hasn't been updated to look like every other house on the market--and that's part of the opportunity.

1395 Woodland Drive, Ashland

Courtesy of John L Scott Ashland

3729 Old Highway 99 S, Ashland
$889,000
3 Beds ⋅ 4 Baths ⋅ 220224770 MLS
Enjoy spectacular views of Emigrant Lake & the surrounding mountains from this exceptional 3,713 sf custom 3 bd 3.5 ba home on over 30 acres, just 10 min from Ashland and a short drive to Mt. Ashland. From the moment you enter through the stunning mahogany door from your wrap around deck, you are welcomed into a great room with vaulted ceilings, a floor-to-ceiling rock fireplace, & windows that fill the home with natural light. Living space blends seamlessly into your gorgeous chef's kitchen & formal dining. An office w/ custom built-ins, bonus family room, & a guest half bath round out the main living space alongside an impressive primary suite, which features a private balcony, fireplace, & newly remodeled luxurious bathroom. Downstairs, you will find a guest ensuite, another guest bedroom, full bathroom, & laundry room. A 3-car garage provides plenty of space for cars & toys. Seller has done extensive fire mitigation work & paved the driveway, making this property insurable.

3729 Old Highway 99 S, Ashland

Courtesy of John L. Scott Medford

5597 Highway 66, Ashland
$875,000
3 Beds ⋅ 3 Baths ⋅ 220225745 MLS
Tremendous 360 view on 5.75 flat white fenced acres & walking distance to Emigrant Lake. You have 3 acres of water rights on open EFU land, a 36'x36' barn with loft, a 14' RV bay door, workshop & attached office. Behind the barn is a single horse stall. To the side is a gazebo to enjoy those wonderful summer outside nights. This home is greeted by a paved & gated 800' driveway leading to a drive-through that takes you to the front entrance. Brand new wrap around porch greets you so you can sit in awe at the beauty of your surroundings or sit under your backyard gazebo and say, ''Do I really live here''? Perched on a small knoll, this 2,934 sq ft 4/3 home, has 2 bonus rooms, with open floor plan, large entertaining living room with woodstove insert fireplace & kitchen with abundant cabinets & island. Ten-foot ceilings provide ample sunlight for all occasions. The upstairs primary suite has a fireplace, en-suite bathroom with soaking tub & walk-in closet. Country comfort at its best.

5597 Highway 66, Ashland

Courtesy of John L. Scott Ashland

901 Hillview Drive, Ashland
$874,000
3 Beds ⋅ 2 Baths ⋅ 220228466 MLS
Under construction for mid-December 2026 completion, this architecturally inspired midcentury home sits off-street on a private flag lot in an established neighborhood with mature trees. Vertical-grain cedar and stucco meet clean lines and covered porches. This 3-bed, 2-bath home is light and bright with clerestory windows, 8 ft doors, and vaulted ceilings. The kitchen's large island with eating bar opens to the great room, where a fireplace with a built-in bench-and-mantel sits by a wall of windows. The primary suite offers a roll-in shower, double vanity, and walk-in closet. A rare pass-through garage links the driveway and rear alley; drive straight through in either direction. No HOA. Built by Suncrest Homes, an Ashland builder with 35+ years of experience, this Earth Advantage home is energy-efficient and exceeds code. Ask about a promo 5.125% rate with the builder's lender. Listing broker is related to the owners of Suncrest Homes, one of whom is a licensed OR real estate broker.

901 Hillview Drive, Ashland

Courtesy of Gateway Real Estate

774 Lisa Lane, Ashland
$850,000
4 Beds ⋅ 4 Baths ⋅ 220209966 MLS
Quality built contemporary home placed among the madrone and pine trees in the hills of beautiful Ashland OR. Versatile, user-friendly floor plan with many unique architectural features. The cozy living room w/ fireplace, kitchen and dining area surround a well-designed multi use pantry closet. Soaring open beam ceiling above leads to a wall of windows allowing for natural light and views of the trees and mountains afar. Two spacious decks to enjoy the natural setting. Main level has an artistically designed room with a spoke pattern beam ceiling, custom lighting, handcrafted shelving and a full bathroom. Lower level you will find a large spa primary bedroom suite w/ private patio, attached office/ reading room with access to the lower deck. Bathroom has double vanities, a soaking tub and radiant heat floors. Two additional bedrooms, a full bath and a laundry room are also on the lower level. Perfect for the outdoor enthusiast w/ hiking trails just a few feet from the front door.

774 Lisa Lane, Ashland

Courtesy of Ashland Homes Real Estate Inc.

496 Beach Street, Ashland
$845,000
5 Beds ⋅ 6 Baths ⋅ 220230213 MLS
Gorgeously renovated Victorian blends historic charm with modern luxury in the heart of Ashland. R2 zoning offers versatile living: A gracious private residence, a home with Airbnb units, or a B&B with owner-occupied quarters. Once the beloved Midsummer Night's Dream B&B, it's now a private home with 2 vacation rentals in a stunning detached annex. The main house (2375 SF) features hardwood floors, a lovely living room with fireplace, parlor/game room, formal dining room, chef's kitchen, laundry room, & small office. Three luxurious suites are in the main home, with two more in the annex (1092 SF), each with a fireplace, spa bath, shower & a private deck. Expansive lush lawn areas with mature flowering trees & mountain views, creates a peaceful & picturesque setting. Unbeatable location near theaters, dining, & the magic that is Ashland. Off street parking. Most furnishings included. An exceptional opportunity for a family home, extended family living or income. Request information.

496 Beach Street, Ashland

Courtesy of Millen Property Group

425 W Nevada Street, Ashland
$839,000
5 Beds ⋅ 3 Baths ⋅ 220229842 MLS
Beautiful 2018 Craftsman home in Ashland's Billings Ranch neighborhood with 5 bedrooms and 2.5 baths, backing to open space with Cascade mountain and valley views. A covered porch opens to a bright foyer and main-level office or fifth bedroom behind French doors. The vaulted great room has view windows and stacked-stone fireplace, open to dining and a kitchen with white shaker cabinetry, pantry, breakfast bar, and smart convection gas double oven plus a third oven. The main-level primary suite has patio access, dual copper sinks, soaking tub, walk-in shower, and walk-in closet. Upstairs: second living room with built-in desk, a bedroom with a second walk-in closet, additional bedrooms, and a full bath. Washer and dryer stay. Outside: xeriscaped front, fenced backyard with firewise patio, fruit trees, grape vines, raised beds, garden shed, and 4-zone smart drip/sprinkler irrigation. Extra-deep 2-car garage with storage and workbench. Nearby wetland offers great bird watching!

425 W Nevada Street, Ashland

Courtesy of John L Scott Ashland

500 Mt Ashland Ski Road, Ashland
$825,000
3 Beds ⋅ 3 Baths ⋅ 220223070 MLS
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

Courtesy of John L. Scott Medford

119 Granite Street, Ashland
$800,000
2 Beds ⋅ 2 Baths ⋅ 220227845 MLS
Location, character, and potential come together in this one-of-a-kind property situated on a generous 0.22-acre lot just steps from iconic Lithia Park. From the moment you enter, you'll be greeted by an abundance of warmth and sunshine, with natural light flooding both the living room and primary bedroom. The home boasts a unique personality, blending a cozy, rustic cabin vibe, with a flexible bonus space ready for your imagination ideal for a creative art studio, office, yoga room, or guest area. In the heart of the home, the kitchen features durable Corian countertops and a charming built-in breakfast nook, perfect for morning coffee. Relax on the covered front porch overlooking a well-maintained front yard equipped with an automatic sprinkler system. Enjoy your own a private courtyard with a detached single-car garage for parking or extra storage. Whether you're seeking a serene sanctuary or a property with endless possibilities in an unbeatable location, this gem is a must-see!

119 Granite Street, Ashland

Courtesy of eXp Realty, LLC

1249 N Valley View Road, Ashland
$799,000
1 Beds ⋅ 2 Baths ⋅ 220200581 MLS
It's all about the beautiful 13.39 contiguous acres with 12.6 acres of TID irrigation, panoramic views and just minutes to downtown Ashland. Family owned since 1964, the original home was built in 1915. There are 3 separate tax lots, one with the original home,8-stall horse barn and workshop (5.81 acres), one that has a non-expiring homesite (confirm with county) with fantastic panoramic views (4.53 acres) and the third with a large barn (3.05 acres) and separate access. All 3 may be sold separately (check with Jackson County Planning). Tax lot #700 has a small home, large shop, a 8-stall barn, tack room and small living quarters in the back. There is a 2-story barn on tax lot #300. The portion of the property growing grass and clover for hay produces approximately 600 bales and has wheel line irrigation. There are many other potentials for this EFU property.

1249 N Valley View Road, Ashland

Courtesy of Sherri Blanton Real Estate LLC

143 Granite Street, Ashland
$789,000
5 Beds ⋅ 2 Baths ⋅ 220223588 MLS
Offered for the first time in generations, this extraordinary fourth-generation Ashland treasure presents a rare opportunity. Own a piece of local history just steps away from world-renowned Lithia Park. This timeless two-story residence sits on beautifully landscaped .32 acre lot. It offers 5 bedrooms, 2 bathrooms, and a character that cannot be replicated. This home is rich in charm and architectural detail. It showcases the craftsmanship of a bygone era, while providing ample space for modern living. Enjoy peaceful mornings on the porch, stroll through Lithia Park, and easy access to downtown Ashland's theaters, galleries, restaurants, and cultural attractions. Homes of this caliber, location, and historical significance seldom become available. This is a once-in-a-generation opportunity to continue the legacy of one of Ashland's cherished homes.

143 Granite Street, Ashland

Courtesy of RE/MAX Platinum

485 Waterline Road, Ashland
$775,000
4 Beds ⋅ 4 Baths ⋅ 220228817 MLS
Well cared for and nicely designed, this inviting home offers comfortable living with thoughtful details throughout. Hardwood floors, crown molding, beautiful tile, bullnose corners and abundant natural light create a refined interior. The spacious kitchen features granite countertops, pull-out cabinetry, gas cooktop, double microwave/convection oven and instant hot-water dispenser. Generous living and family rooms offer flexible gathering spaces, a gas fireplace, built-in surround sound and beautiful views toward Pompadour Bluff. Expansive decks, a retractable awning and lower patio invite effortless outdoor entertaining. The private primary suite offers deck access, two walk-in closets, a jetted jacuzzi soaking tub and large walk-in shower. Additional highlights include a bedroom and bath suite with deck access, recreation room, dual heating and HVAC systems, smart thermostats, central vacuum, 75-gallon gas water heater and exceptional storage throughout.

485 Waterline Road, Ashland

Courtesy of Windermere Van Vleet & Associates

575 Dogwood Way, Ashland
$769,000
4 Beds ⋅ 3 Baths ⋅ 220220097 MLS
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

Courtesy of Redfin

461 Waterline Road, Ashland
$766,000
4 Beds ⋅ 4 Baths ⋅ 220211772 MLS
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

Courtesy of John L Scott Ashland

75 Wimer Street, Ashland
$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

Courtesy of Absolute Realty

307 Hillcrest Street, Ashland
$750,000
4 Beds ⋅ 4 Baths ⋅ 220223301 MLS
Custom view home with charming detached guest cottage located just above downtown between Lithia Park and the Ashland Public Library. Main level great room with vaulted double-height ceiling, walls of windows, reclaimed clear-grain fir trim, solid-core doors, refinished oak floors, kitchen with composite dining bar, tile counters and backsplash, cabinets with solid wood interiors and custom pull-outs, dining room with glass door to view deck with gas BBQ hookup, bedroom with closet and full ensuite bath, and pantry with washer and dryer. Upper level primary with skylights, hanging closet, French doors to private balcony, and full ensuite bath with jetted tub. Versatile lower guest suite or family room with French doors to paver patio, full bathroom with oversized shower, storage cellar with stainless utility sink, and one-car garage. Detached cottage with permitted kitchen, living area, full bathroom, loft bedroom, and private gated entrance from Terrace Street. Inquire for details!

307 Hillcrest Street, Ashland

Courtesy of John L Scott Ashland

2815 Dead Indian Memorial Road, Ashland
$749,000
3 Beds ⋅ 2 Baths ⋅ 220225306 MLS
Rolling pastures, gentle hills & gorgeous Mt. Ashland views create an exceptional setting for this beautifully updated single-level home on 6.85 acres. Rebuilt from the studs in 2004, it blends timeless craftsmanship with a light-filled, open design where every room connects to the surrounding landscape. Vaulted ceilings, expansive view windows, maple hardwood floors, custom Shaker-style woodwork, fir doors, built-ins & two fireplaces add warmth and character. The spacious kitchen with sunny breakfast nook opens to wraparound decking & gardens, inviting outdoor living amid sweeping views, colorful seasonal blooms, spectacular sunsets & brilliant star-filled skies. The rebuild included updated plumbing, electrical, Milgard windows, raised ceilings, remodeled kitchen & baths, added living space, on-demand hot water & underground utilities. Outbuildings with animal shed & approx. 850-sf shop complete this peaceful, private retreat, above the fog, below the snow & just 10 minutes to town

2815 Dead Indian Memorial Road, Ashland

Courtesy of Millen Property Group

8351 Dead Indian Memorial Road, Ashland
$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

Courtesy of Gateway Real Estate

527 Sutton Place, Ashland
$745,000
3 Beds ⋅ 3 Baths ⋅ 220227832 MLS
Delightful and lovingly maintained 3-bedroom, 2.5-bath home nestled in a desirable neighborhood with minimal through traffic. This inviting property features a covered front porch entry, an open great room- dining area designed for comfortable living and entertaining, a convenient guest bath, and a bright, sunny kitchen with a breakfast nook, abundant natural light, and direct access to a covered outdoor living space. The main-level primary ensuite offers privacy and convenience with direct access to the backyard patio. Eco-friendly bamboo and cork flooring add warmth and character, while the spacious second-floor bonus room provides flexible space for a home office, media room, playroom, or guest retreat. Enjoy beautiful landscapes, mountain views, and a private fenced backyard with a covered patio overlooking a serene common area. Complete with an attached two-car garage and situated in a wonderful neighborhood, this home offers comfort, privacy, and easy living.

527 Sutton Place, Ashland

Courtesy of Ashland Homes Real Estate Inc.

1750 Crestview Drive, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220228500 MLS
Impeccable views and quality updated home is ready to go! Step outside directly onto hiking trails and return to this tranquil turn-key home on the end of a dead end street! Ample parking and covered space for storage of all ski gear and all your toys, make this home a year round gem to come home to after a long day of adventure! Only 30 mins from Mt Ashland from the front door! Fully updated bathrooms, kitchen and backyard make this home completely turn-key! The expansive primary suite features a sauna, walk-in closet and private wrap-around deck. Impeccable views with an open floorplan provide ample opportunities for hosting. This rare gem of views, storage and quality upgrades is one you won't want to miss!

1750 Crestview Drive, Ashland

Courtesy of John L. Scott Medford

593 Crowson Road, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220218220 MLS
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

Courtesy of John L. Scott Ashland

15922 Green Springs 66 Highway, Ashland
$735,000
3 Beds ⋅ 3 Baths ⋅ 220215130 MLS
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

Courtesy of Rogue River Valley Realty

197 Timberlake Drive, Ashland
$725,000
4 Beds ⋅ 4 Baths ⋅ 220226035 MLS
Private 5.5-acre mountain retreat with stunning views, gated entry, asphalt drive, and expansive paved parking, only 5 minutes to town! Perched above Emigrant Lake, this impeccably maintained 2,700 sq ft home offers flexible living: two inviting living areas (one with a cozy fireplace, the other with a wet bar and patio access), a sunlit kitchen with tile floors, granite counters & backsplash, and all appliances included. Main level features formal dining, a bedroom and 1.5 baths; upstairs the spacious primary suite with walk-in closet plus two more bedrooms, 2 full baths and larger storage room. Huge attached workshop with shelving, workbenches and 220/240A service (could be converted to ADU), plus an attached 2-car garage. Entertain or unwind on the deck with pergola and hot tub, enjoy outdoor/indoor living and private hiking trails right on the property.

197 Timberlake Drive, Ashland

Courtesy of John L Scott Ashland

1700 Tyler Creek Road, Ashland
$725,000
2 Beds ⋅ 1 Baths ⋅ 220224351 MLS
OWNER CARRY AVAILABLE.Experience the Southern Oregon lifestyle on 7.34 acres of mostly level, park-like land bordering BLM. This custom passive solar home features hardwood floors, an open floor plan, a finished basement ideal for guests or a studio, and a unique third-floor office with elevated views. Built in 2016, the insulated 3,400 sq ft shop features Hardie siding, 220 power, a 10-ft roll-up door, 1,000 sq ft loft, ductless mini-split heating and cooling upstairs, custom trim, tongue-and-groove ceilings, and a wraparound driveway. A detached cabin with power has a remodeled Hardie exterior. Extensive fire mitigation creates a beautiful park-like setting with defensible space, complemented by 6,000 gallons of water storage. Just 10 minutes to Emigrant Lake and 20 minutes to downtown Ashland. See attached upgrades list.

1700 Tyler Creek Road, Ashland

Courtesy of Real Broker

1020 Walker Avenue, Ashland
$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

Courtesy of Oregon Adventure Realty

527 Chestnut Street, Ashland
$715,000
4 Beds ⋅ 4 Baths ⋅ 220212305 MLS
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

Courtesy of Ashland Homes Real Estate Inc.

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Copyright 2026 Arizona Regional Multiple Listing Service, All rights reserved. The data relating to real estate for sale on this website comes in part from the Arizona Regional Multiple Listing Service. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Arizona Regional Multiple Listing Service shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

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:

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.

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