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

71 Scenic Drive, Ashland

$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

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

602 Ashland Street, Ashland

$2,250,000
220220428 MLS
Ten, six, or four-unit investment opportunity in Ashland's Hillview Condominiums near Scenic Park and Asante Ashland. Seller-carried financing available at ~3.99% AFR with 50% down, interest-only payments, with balloon due in three years. Each unit ranges from 1,034 to 1,174 SqFt with two bedrooms, one full bath, open living and dining space, high ceilings, in-unit laundry, kitchen with granite counters and all appliances included, dedicated parking, storage, and access to landscaped common areas. Ground-level units with fully fenced private backyards and poured concrete patios. Current gross monthly income is $15,730 across all ten units following rent increases effective August 1st, 2026. Stable tenancy averaging four-plus years, room for further rent growth, and association-maintained exterior building components including roofs, siding, paint, and landscaping. Complete investment analysis, rent roll, association documents, and due diligence materials available upon request.

230 Grant Street, Ashland

$895,000
3 Beds 4 Baths 220220180 MLS
Built in 2016, this custom Ashland home offers refined single-level living with vaulted ceilings, expansive windows, and sweeping Cascade Mountain views. The light-filled great room features a large gas fireplace and an open layout ideal for entertaining. Multiple outdoor seating areas overlook beautifully maintained gardens, creating seamless indoor-outdoor living. The versatile floor plan includes a spacious primary suite with spa-like bath, a vaulted second bedroom with ensuite, a guest bedroom, office, plus a bonus room in the basement with half bath--perfect for guests or hobbies. An oversized 2-car garage with EV charger, along with a tool shed, wood shop, and abundant dry storage, provides exceptional functionality. Located just minutes from downtown Ashland, world-class theater, Lithia Park, and scenic hiking and biking trails, this home blends comfort, quality, and convenience in a prime setting. Schedule your private tour today!

417 Tucker Street, 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

$375,000
2 Beds 1 Baths 220219842 MLS
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

$575,000
5 Beds 3 Baths 220219281 MLS
NEW PRICE! Seller is offering $10k towards repairs or buy downs! 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

$130,000
1 Beds 1 Baths 220219091 MLS
Step into a bright, beautifully cared-for top-floor condominium featuring a vaulted living room ceiling, expansive windows, and a seamless flow that makes the space feel both open and inviting. The well-appointed kitchen offers generous counter space, ample cabinetry, and a cozy dining area. Step outside onto your private balcony--perfect for relaxing evenings and fresh air. The spacious bedroom connects easily to a well-designed bathroom with a low-step shower and built-in linen storage, while a full-size washer and dryer add everyday convenience. Located just moments from the clubhouse and fitness center, with easy elevator access to parking and storage, this home blends accessibility with comfort. Enjoy a vibrant, amenity-rich lifestyle with beautifully maintained grounds, walking paths, gardens, an indoor pool, fitness center, and a welcoming calendar of social events, gatherings, and activities.

943 Mountain Meadows Circle, Ashland

$1,466,000
2 Beds 4 Baths 220218853 MLS
You'll be in a prime spot right in Ashland's Railroad District/Spur Rail Subdivision, a super desirable area! Just hop on the elevator to the top! This place has a fantastic modern design, with 770 square feet of first-floor commercial space and a luxurious 2-story home on the 2nd and 3rd floors. You'll find premium finishes everywhere, a huge rear patio, vaulted ceilings, big windows, an open floor plan, and materials that are easy to take care of, so they last. Plus, the property is set up to get the most out of solar panels. You'll have amazing views of Grizzly Peak to the north and Mt. Ashland to the south--it's truly a dream location. The property is zoned E1 commercial (Ashland Employment District with Residential Overlay). There's a single-car garage, EV charging, and the square footage has grown. The windows have also been upgraded to Milgard Fiberglas;, each parcel comes with a 1/6th interest in the parking lot next door.

138 Clear Creek Drive, Ashland

$744,000
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

$925,000
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

$750,000
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

$500,000
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 and multiple outbuildings. 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 condo, built in 2002, offers a comfortable blend of privacy and convenience. The home features 2 bedrooms & 2 full baths, a generously sized laundry & pantry room, a dedicated dining area, & an inviting living space ideal for everyday living. The kitchen is well appointed with abundant cabinetry for storage, & a stackable washer and dryer are included. The primary bedroom offers a peaceful retreat w/an ensuite bath and spacious closet, while a second bedroom & full bath provide flexibility for guests, a home office, or creative pursuits. Situated on the 2nd floor w/no neighbors above & only one adjoining unit, the condo enjoys a sense of calm & seclusion. A one-car garage & 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

$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

$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

$525,000
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

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: