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$749,000
4 Beds 3 Baths 220218224 MLS
Welcome to Billings Ranch, one of Ashland's most desirable communities. This stylish 3,184 sq ft, 4 bed, 3 bath home blends comfort and functionality with standout spaces for spring and summer entertaining. Upon entry you are greeted with a sweeping spiral staircase and 20-ft vaulted ceilings that create a grand open atmosphere. The main level offers a spacious living room, a dedicated dining area, and a beautifully appointed kitchen with two gas stoves, granite countertops, and ample prep space making it perfect for gatherings. Enjoy warm-weather living on the private back patio with a built-in gas firepit and grapevine-covered pergola, ideal for outdoor dining, relaxing evenings, and hosting year-round. A main-level bedroom, full bath and den complete the comfort of the downstairs. Upstairs, are three additional bedrooms, including a luxurious primary suite with its own gas fireplace, a spa-like ensuite bathroom with a jetted tub and a generous walk-in closet.

692 Vansant Street, 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

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

1057 Oak Knoll Drive, Ashland

$680,000
2 Beds 2 Baths 220217584 MLS
Warm, inviting single-level new Craftsman with views, will be built to Earth Advantage Platinum and Firewise standards, to be completed November 2026. Featuring 2 bedrooms + office, 2 bathrooms, and an open living area with vaulted ceilings, covered front porch, and back deck. The kitchen includes a large island, stainless appliances, quartz countertops, and custom cabinetry. The primary suite has a vaulted ceiling, walk-in closet, and en suite bath with dual vanity and tiled shower. Flooring will be engineered hardwood in main living areas, carpeted bedrooms, and tile in baths/laundry. Energy-efficient ductless heating and cooling, high-performance insulation, owned solar panels, and EV charger. The fenced yard with drip irrigation and low-maintenance landscaping is ready for you. Don't miss your chance to own a stunning West Village home, centrally located in Ashland, built by Taylored Elements Construction. Photos of previously completed homes. Special loan rate with Evergreen Bank.

566 Coffee Lane, Ashland

$855,000
220217221 MLS
Prime Investment & Development Opportunity in Ashland. Well-maintained duplex located close to downtown offering immediate cash flow and long-term upside potential. Both units are rented at $1,450 per month ($2,900 total), with tenants paying all utilities, keeping operating expenses low. Property has an excellent rental history and is professionally managed. Capital improvements include newer roof, vinyl windows, stainless appliances, gas log fireplace (rear unit), new water heater and additional updates. Situated on a large approx. 0.27-acre R-3 high-density zoned lot, creating exceptional future redevelopment potential. The City of Ashland Planning Department indicates a 5.4 base density factor with potential for up to 20 units. (buyer due diligence required). For development details contact Aaron Anderson or Nick Schubert at City of Ashland Planning Department.

128 S Mountain Avenue, Ashland

$950,000
3 Beds 3 Baths 220216742 MLS
This view property will not disappoint. Perfect wood window placement throughout takes in the surrounding mountain & valley views. Open floor plan w/ formal/informal dining & living, creates ample spaces for entertaining. Vaulted living room w/ slate tile flooring & a corner woodburning fireplace. Roomy kitchen w/ plenty of storage, granite counters & slider access to the large outdoor deck & integrated paneled Thermador refrigerator. Primary bedroom on the main floor is situated perfectly to take in the city views from the private deck. It also has walk-in closet, soaking tub & separate tile shower. One other bedroom & full bathroom located on the main floor. Downstairs is perfect for overflow guests, w/ its own living room, full bath, bedroom & an office space. Each level has its own 2 car attached garage. Mature, easy-care landscaping on this large lot w/ great privacy provided from the city owned lot below, which gives a rural atmosphere to the back yard while being close to town.

290 Skycrest Drive, Ashland

$760,000
220216441 MLS
Versatile commercial building in the heart of downtown Ashland - surrounded by retail and restaurants, within one block of the Oregon Shakespeare Festival! Eight tenant suites with an established mix of professional and personal services, restaurant, and hair salon. Main level features a 55' x 10' breezeway to Will Dodge Way, three individual suites, and one common area bathroom. Upper level with five additional suites, full commercial kitchen, two additional shared bathrooms, and storage closets. High-traffic location with excellent visibility and ample public parking directly across Lithia Way. Recent appraisal of income and comparable sales with market value opinion available. Inquire with agents to access additional documentation and details!

116 Lithia Way, Ashland

$435,000
220215800 MLS
Is this Ashland's best neighborhood? We certainly think so! This prime ½-acre lot, located in the desirable Strawberry Meadows Subdivision, is surrounded by stunning high-end homes. The gently rolling terrain is bordered by protected common areas to the west and south, offering added privacy and natural beauty. Lightly treed with expansive views of the Rogue Valley and surrounding mountain vistas, this property is a true gem. Just minutes above Ashland's vibrant plaza--home to charming shops, acclaimed restaurants, the renowned Shakespeare Festival, and picturesque Lithia Park--you'll enjoy the perfect balance of nature and culture. All city utilities are available, including public sewer, water, power, cable, and fiber optics. A well-managed homeowners association preserves the common areas and the character of the neighborhood, ensuring a lifestyle you'll love.

483 Strawberry Lane, Ashland

$515,000
2 Beds 2 Baths 220215328 MLS
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, multiple outbuildings, and a fully self-contained 2016 tiny home with utility hookups. A rare opportunity in a prime Ashland location—contact today for more information!

220 Nutley Street, Ashland

$255,000
2 Beds 2 Baths 220214906 MLS
Nestled within a quiet, well-kept complex, this charming 960 sq ft end-unit condominium, built in 2002, offers a comfortable blend of privacy and convenience. The home features 2 bedrooms and 2 full baths, a generously sized laundry and pantry room, a dedicated dining area, and an inviting living space ideal for everyday living. The kitchen is well appointed with abundant cabinetry for storage, and a stackable washer and dryer are included. The primary bedroom offers a peaceful retreat with an ensuite bath and spacious closet, while a secondary bedroom and full bath provide flexibility for guests, a home office, or creative pursuits. Situated on the second floor with no neighbors above and only one adjoining unit, the condo enjoys a sense of calm and seclusion. A one-car garage and large storage unit add practicality, while the location—close to shopping, Southern Oregon University, restaurants, and scenic hiking trails—makes this affordable Ashland home especially appealing.

790 Park Street, Ashland

$379,000
2 Beds 2 Baths 220214714 MLS
Thoughtfully updated Glenn Vista Estates end-unit townhome offering comfort, privacy, and flexibility. The floor plan includes a bedroom and full bath on the main level, plus an additional bedroom and bath upstairs. The kitchen and bathrooms have been tastefully updated, with a skylight that fills the space with natural light. Other recent improvements include windows, roof, siding, and a newer HVAC system. The living room features a wood-burning fireplace, currently used with an electric insert, and opens to a front deck through a large sliding door, creating a seamless indoor-outdoor feel. The downstairs bedroom opens to a private, walled-in patio. As an end unit, the home enjoys added privacy and light, along with extra storage space in the garage. Community amenities include a pool and spa, all just minutes from downtown Ashland, as well as shopping, dining, and the Oregon Shakespeare Festival.

372 Glenn Street, Ashland

$499,000
3 Beds 3 Baths 220214699 MLS
Light-filled & well-maintained 2-story home in the desirable Oak Knoll Meadows, ideally located on a landscaped corner lot w/ mountain views. This inviting 3-bed, 2.5-bath home features a spacious great room w/vaulted ceiling, expansive windows & a gas fireplace. The sunny kitchen & dining area overlook the great room, ideal for everyday living & entertaining. A main-level primary suite offers a peaceful retreat w/dual vanities, walk-in closet, & shower. Upstairs, open landing overlooks the living space, while 2-guest bedrooms & a full bath provide room for family, guests, or home office. Additional highlights include separate laundry rm, 2-car garage w/ yard access & spacious deck for outdoor entertaining. Community open space, trails, & guest parking. Convenient to the YMCA, schools, shopping, golf course, and local wineries, this move-in-ready home delivers comfort & ease.

1087 Oak Knoll Drive, Ashland

$590,000
3 Beds 2 Baths 220213353 MLS
OPEN HOUSE THIS SATURDAY THE 25TH, 12-2! Nicely updated and beautifully maintained, this single-level home tucked away on a quiet cul-de-sac with several recent upgrades, including updated kitchen and bathrooms, solar panels & new windows for bright, energy-efficient living. The spacious kitchen features generous counter space, abundant cabinetry, pantry, quartz countertops & new tile backsplash. The kitchen flows into the dining area and family room, where you'll find new gas logs & built-in shelving, a warm & inviting space for everyday living. Bamboo flooring throughout with new LVP flooring in the bedrooms. The primary suite includes a beautifully updated ensuite bath with a custom tile shower. Slider to the lovely backyard complete with a covered patio and soothing water feature. The low-maintenance landscaping offers both drip irrigation and sprinklers with TID. It's the perfect setting for entertaining or simply relaxing. Ideally located close to shopping, downtown, and I-5.

780 Oakway Circle, Ashland

$1,795,000
4 Beds 3 Baths 220213243 MLS
5 magazine quality acres, masterfully landscaped with expansive emerald, green lawns, mature trees, ponds & waterfalls create the perfect setting, built with enduring quality. The walls are solid 4x6 Canadian Western Red Cedar, offering style & durability. Large open-floor plan is perfect for gatherings. Earthy materials feature Saltillo tile flooring, rich cherry custom cabinetry, Milgard wood-cased windows, & vaulted, beamed ceilings add substance & style. Upper-level primary has a private deck overlooking the estate style grounds & mountains. Guest house features dual porches, carport, & sits beside one of five waterfalls. A 22' x 44' greenhouse with raised cedar beds. Nearly a mile of crushed granite paths wind through the landscape. 3-car garage, full RV hook-ups, & a 20'x45' shop. A true paradise. Main home is 3/2, guest home is 1/1.

4896 Highway 66, Ashland

$1,249,000
8 Beds 9 Baths 220212846 MLS
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

$649,000
2 Beds 1 Baths 220212278 MLS
Exceptional opportunity on a gorgeous double lot in a prime location just above Southern Oregon University. Enjoy the privacy of country living with mature trees, irrigation water, and beautiful mountain views. Built in 1947, the 1,424 SF main home features two bedrooms, one bathroom, vaulted wood-beam ceilings, abundant natural light, and a bonus room in the basement. A separate 431 SF, 1-bedroom, 1-bath ADU (built in 1950) offers its own electric meter and address, creating excellent rental or guest potential. The .67-acre property includes a one-car garage, ample off-street parking, and two tax lots with possible future development potential (buyer to verify with the City). New sewer line installed in 2026. A truly special property offering privacy, versatility, and outstanding value.

770 Elkader Street, Ashland

$785,000
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

$564,000
3 Beds 2 Baths 220210421 MLS
Gracious, single-level 3 bed, 2 bath home located in the charming and peaceful Oak Knoll Subdivision. Updates and features throughout including hardwood floors in the main living areas, multiple spaces for living and dining, a full wall of built-in storage cabinetry, dedicated laundry/mud room plus a generous enclosed sunroom ideal for a home office, craft space or multipurpose room. Convenient kitchen equipped with leathered granite countertops and updated appliances. The cozy family room features a gas fireplace framed by brick surround and a seating ledge. Spacious primary suite with a walk-in closet, private deck access and ensuite boasting a dual-sink vanity, tile shower & flooring. Corner lot with a variety of outdoor living spaces including a deck, covered porch and secluded courtyard, perfect for entertaining or relaxing. 2-car garage, storage shed and low maintenance landscaping. Don't miss this fantastic property!

938 Cypress Point Loop, Ashland

$449,900
4 Beds 2 Baths 220210875 MLS
Ashland Property w/ Flexible Living & Income Potential! Conveniently located near downtown Ashland, this unique property offers versatile living options and established rental income. Officially a single-family home, it features separate living areas that can function independently or be opened to the main living space for family, guests, or extended living. The layout includes a kitchenette, second bathroom, & private rooms sharing only the laundry area. A detached garden shed converted to a small cabin near the creek offers a quiet retreat space & is currently rented. Current rents total $3,500 per month--$2,200 from Unit 3, $700 from Unit 1, & $600 from the cabin. Prior short-term rentals of Units 1 & 2 averaged about $1,800 monthly. The EFU-zoned lot includes creek frontage, irrigation rights, & a fenced yard suitable for gardening. Updates include a 2020 well pump, pressure tank, reverse osmosis system, & ceiling fans. Close to Lithia Park, Oregon Shakespeare Festival, SOU, & etc.

488 Crowson Road, 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

$1,111,500
3 Beds 3 Baths 220210654 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!

391 Clinton Street, Ashland

$2,900,000
3 Beds 2 Baths 220209913 MLS
Premier 36-Acre Cannabis Cultivation & Distribution Property - Ashland, Oregon. Rare opportunity to own a state-of-the-art Tier II cannabis cultivation & distribution facility on 36 acres near Emigrant Lake. This turnkey operation offers both scale & efficiency, featuring: Indoor Facility: 10,000 sq.ft. hydroponic grow, fully automated fertigation system capable of watering 3,200 plants in 30 minutes. Recently upgraded with 200 new 1,000-watt LED lights. Pre-wired for 3-phase power. Outdoor Grow: 20,000 sq.ft. setup with 500-plant capacity, also fully automated and plug-and-play ready. Storage & Infrastructure: 53' refrigerated unit for fresh frozen/cold storage, 4,120 sq.ft. barn & stg-bldgs. Human-detection infrared camera & alarm system provide full security. Residence: 2021 built, the 3-bed, 2-bath, 1,458 sq.ft. home includes a steel roof w/ lifetime warranty. Water Rights: Clayton Creek, Dunn & Talent Irrigation water rights included-an invaluable asset for long-term Success

420 Reiten Drive, Ashland

$259,777
220202410 MLS
This exceptional residential lot offers sweeping views and a rare opportunity to build in one of Ashland's most desirable neighborhoods. Just minutes from Downtown Ashland, above Lithia Park, and steps from scenic hiking trails, this property places you in the heart of Ashland's natural beauty—where theater, outdoor adventures, and fine dining meet. Surrounded by custom homes and adjacent to over 4 acres of protected open space, the lot includes an approved building envelope and potential for both a main residence and an accessory dwelling unit. A recent professional site evaluation outlines development considerations and offers guidance for working within hillside standards and city requirements. This is a unique chance to design a custom home in a FireWise community known for its moderate climate, vibrant culture, and unmatched quality of life. Site evaluation available upon request.

390 Strawberry Lane, 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,6-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

$650,000
3 Beds 2 Baths 220197028 MLS
Fall in love with this home of luminous spaces and serene views in a beautiful Ashland neighborhood perched above it all, with fresh air and plenty of quiet • Huge, main, open-layout room with dining area and cabinetry • Sunroom for casual dining & games • Irrigation system • Wood-burning fireplace • Full city services This 2332sf home mirrors the tranquility of its wooded surroundings--its vistas across the Rogue Valley will leave you and your guests beauty-struck and smiling. Sunlight floods the interior; Acacia wood floors add luxe and warmth. The MBR suite is spacious with scenic views. Two BDRMS face west: 1 carpeted, 1 office w/ skylight. The 2+car garage with storage. An expansive backyard deck connects the living space to the mountainside above, with direct access to Siskiyou Mtn Park trails and protected-from-development, watershed land. The house sits uphill from Siskiyou Blvd., between SOU and The Plaza, minutes from everything, and only 30 minutes to Mt. Ashland skiing.

932 Morton Street, Ashland

$2,800,000
220195606 MLS
New lease-option and seller-carried financing terms available! Dana Campbell Vineyards is a legacy wine business offering multiple avenues for growth with unparalleled proximity to Ashland's renowned cultural amenities. Elegantly remodeled tasting room residence with panoramic valley views, great room with service bar and gas fireplace, catering kitchen, break room, ADA bathrooms, and three guest suites ideal for boutique hospitality. Landscaped grounds with expansive paver patio, outdoor speakers, gas fire pit, composite deck and pergola with retractable awning, bocce ball court, and rose garden. State-of-the-art cold storage facility or potential winery building with glycol system, irrigated acreage with southern exposure, 13,000+ established vines of eight estate-grown varietals producing 2,200 cases per year, seven additional acres ready for planting, wind turbine, frost fan, and all essential equipment for turn-key operations. Inquire for additional documentation and details!

1320 N Mountain Avenue, Ashland

$70,000
220191396 MLS
Discover an exceptional opportunity to develop a premium professional office space in the heart of Ashland, Oregon. This prime lot, located at Washington Street Plaza, is ideally suited for developers or businesses looking to create a high-end office environment in a thriving community. Key Highlights: Exclusive Professional Office Use: This lot is zoned exclusively for professional office development, making it perfect for law firms, medical offices, financial services, consulting agencies, and other professional businesses. Prime Location: Situated in the vibrant Washington Street Plaza, this lot offers unparalleled visibility and accessibility in one of Ashland's most sought-after areas. City of Ashland Zoning Compliance: The property adheres to all City of Ashland zoning regulations, ensuring a smooth development process for your project. HOA Requirements Apply: The lot is subject to HOA guidelines, ensuring a cohesive and professional aesthetic for the entire plaza.

510 Washington Street, Ashland

The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

The data relating to real estate for sale on this web site comes in part from the Internet Data Display (IDX) of the Southern Oregon Multiple Listing Service. Real estate listings held by brokerage firms other than our company are marked with the IDX logo and detailed information about them includes the name of the listing brokers. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information subject to change and should be independently verified. Listing content is copyright © 2018 SOMLS, Medford, Oregon. Last updated: