Ashland, OR Homes for Sale under $500,000

Spacious single-level midcentury ranch home with charming eclectic finishes, conveniently located nearby schools, parks, and groceries! Recent upgrades include new roof and skylight, repainted exterior siding and trim, and all new stainless steel kitchen appliances. Abundant natural light and air flow with sliding glass doors throughout home, vaulted primary bedroom with sitting room or office

Rowe Real Estate Team John L. Scott Ashland

This versatile property offers a range of living options: enjoy it as a single-family home with a private upstairs guest suite, or take advantage of its rental potential just minutes from town, parks, and schools. The charming main level features two bedrooms, one bathroom, and efficient ductless heating and cooling. Upstairs, a separate one-bedroom suite includes a full bathroom, kitchenette and

Cameron Allen John L. Scott Ashland

Set above the boulevard on an expansive 0.38-acre lot, this 3-bedroom, 2-bath, 1,552 sq ft home captures an exceptional Ashland opportunity just minutes to downtown. Bathed in natural light, the inviting interior features a comfortable layout anchored by a cozy fireplace and complemented by a one-car garage. The home is ready for updates, offering a blank canvas to re-imagine and add value. The

Mark Philhower Full Circle Real Estate

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,

Greg Ford West Coast Real Estate

This bright and airy modern craftsman cottage offers premium low-maintenance living on a desirable corner lot. The open-concept layout is defined by a wall of windows capturing views of Mt. Ashland. The gourmet kitchen features custom walnut cabinetry and quartz countertops, while the flexible floor plan includes an ensuite bedroom on the main level. Upstairs, the primary suite serves as a

Nick Berrey Nicholas Berrey

This charming townhome is in Phillip's Corner- an amazing urban center within walking distance to beautiful downtown Ashland. It is a beautifully designed contemporary home with covered entry porch, vaulted ceilings, large open kitchen and great room, with large windows and greatentertainment spaces. There are three bedrooms, two full bathrooms with 1243 square feet, with mini-split furnace

Jo Heim John L. Scott Medford

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

Mark Philhower Full Circle Real Estate

New gorgoeus floors and interior paint 2 years ago and tenant has taken extreme care of the property. One level with primary suite and walk in closet with slider to back yard. Open kitchen to dining area with slider to covered patio and back yard. Living room with cathedral ceilings. Light and bright. Double garage with work area. Level lot with fenced back yard. Mill Pond community pond is 3

Susie Brown Absolute Realty

Mountain views from this two story (Primary on ground level) from private deck and living space. Primary bath has beautifu tiled shower, double sinks and lots of space. Large entry with stairs leading to open floor plan with gourmet kitchen featuring granite counter tops and stainless steel appliances. Dining area has book cases that are included and open to living room with gas fireplace, wood

Susie Brown Absolute Realty

Looking for a home away from home? Investment property? Prefer to be close to the mountain lakes? Look no further! This completely remodeled contemporary home is a must see! Gated property as you enter and the entire property is fenced. Two large conex boxes and shed included. There is plenty of room for your storage. Also outside are two RV hookups. The home has a large covered deck to front

Chris Trotter Oregon Adventure Realty

Single level cottage in a lovely wooded park-like setting. This 50's single level cottage home comes complete w/formal dining, upgraded vinyl windows, new gas fireplace, beautiful wood flooring & a large storage shed in the back for bikes, gardening supplies & more! The location is ideal for its proximity to SOU, shopping and bus lines. The inside has a large kitchen with good work spaces and

Rachel Whitley Gateway Real Estate

Your off-grid oasis awaits. Set on 5.44 acres, this unique property offers multiple structures, including a beautifully built tiny home, tree house, deck house, cabin, and pump house, perfect for sustainable living or a private getaway. The main tiny home, built by renowned Mr. Morrison, features two loft sleeping areas, a full bathroom, a full kitchen, and plenty of storage. It truly utilizes

Finn Hilden Gateway Real Estate

Stylish, updated, and refreshingly HOA-free, this well-maintained 4-bedroom, 2-bath townhome offers easy living in a highly convenient South Ashland location--just minutes to SOU, trails, bike path, schools, shops, and dining. A charming covered front porch welcomes you into a light-filled interior with warm bamboo floors, open beam ceilings, and inviting main living spaces. The kitchen is both

Patie Millen Millen Property Group

Charming, fully remodeled home in the heart of Ashland! This beautifully updated 3-bedroom, 2-bath residence offers 1,291 sq ft of comfortable living space on a spacious .28-acre lot. Enjoy peace of mind with a newer roof (approximately 3-4 years old) and updated ducting. The interior features fresh paint throughout, brand-new carpet, and stylish tile flooring in the kitchen and bathrooms. The

Shane Myhre Windermere Van Vleet Eagle Point

Opportunity is knocking. This charming duplex in Ashland's beloved Railroad District has had extensive updating throughout. Both units offer 1 bed/1 bath layouts with a new foundation, plumbing, and electrical, plus fresh interior and exterior paint, new carpet, and laminate flooring. Currently tenant-occupied on both sides, this is a true turn-key addition to any investment portfolio. Walk to

Carrie Dahle John L. Scott Ashland

Just outside of Ashland on a 1.02 lush acre, this single-level property offers space, privacy, and a setting that feels worlds away. Step inside to discover arched doorways, vaulted ceilings, and an open floor plan filled with natural light from expansive windows. So inviting, you'll hardly believe it's a manufactured home. The oversized kitchen is a standout, featuring skylights, abundant

Kenny Taylor Millen Property Group

Upgraded end-unit townhome with thoughtfully curated interior finishes located in the Chautauqua Trace neighborhood near East Main Park! New 6.615-kW rooftop solar array, dual-zone Daikin HVAC system with smart thermostats, custom light fixtures, repainted interior walls and cabinets, new hardware, built-ins, ceiling fans, and eclectic wallpaper accent walls throughout. Living room with renovated

Rowe Real Estate Team John L. Scott Ashland

Charming home with unique architectural features and natural light throughout. Mostly single level, there are three bedrooms and two bathrooms, including a primary bedroom suite w/ walk-in closet. Vaulted ceiling in the living room with custom window framing a gorgeous centuries-old oak tree. Dining area offers a slider access to the oversized, private and mature backyard. Two car attached

Justin Donovan Ashland Homes Real Estate Inc.

Centrally located townhome for sale in highly desired community in Ashland, Oregon. The HOA fees covers landscaping, community pool, garbage & water. Stepping into this home, one is immediatelygreeted with a bright living space & large picture windows overlooking the beautifully landscaped community open space. A bedroom and spacious bathroom also sit on the main floor. Downstairs is another

David Wright RE/MAX Platinum

Sought after Glenn- Vista Estates Townhouse with a great location in Ashland Oregon. Architecturally designed to allow for natural light to pour into the main living areas. Wall of windows met by a soaring ceiling captures the views from both levels of the home. There are three bedrooms and three bathrooms with approx. 1892 SF of living space. This includes a main level bedroom and bath. The two

Justin Donovan Ashland Homes Real Estate Inc.

Sweet bungalow and detached studio (ARU), both with fenced yards and off-street parking located in close-in neighborhood near schools, parks and the Ashland bike path. Main house is 2 bed/ 1 bath with a bonus room currently being used as a 3rd bedroom, new roof, covered front porch and large yard with storage shed. Rear studio has updated flooring and kitchen counters, ductless heating & cooling,

Tracy Peddicord Gateway Real Estate

This lovely town home has been thoughtfully designed. The split-level floorplan offers a full bedroom with en-suite and built in Murphy bed on main level complete with a private patio that feels like a secret garden and separate entrance. Upstairs is a large primary bedroom & beautiful 2nd bath with tiled shower and double vanity and another bedroom. High-end finishes throughout including granite

Kristin McKean Morninglight Properties

Located in Ashland's highly desirable Oak Knoll neighborhood, this charming 2 bed, 2 bath home offers 1,456 sq ft of comfortable living space on a fenced 0.17-acre lot. Tucked away on a quiet, low-traffic road, the home features a spacious living room with vaulted ceilings, expansive floor-to-ceiling windows that fill the space with natural light, and newer bamboo wood flooring throughout. The

Adam Rutledge eXp Realty, LLC

Discover the beauty of simple, sustainable living w/smart investment potential in this modern Earth Advantage-certified cottage, built in 2022. Thoughtfully designed & low-maintenance, this two-bedroom, one-bath home features an airy, open floor plan w/vaulted ceilings, stylish finishes, & abundant natural light—appealing to both owners & tenants. The sleek kitchen offers quartz countertops,

Carrie Dahle John L. Scott Ashland

Stylish, updated, and refreshingly HOA-free, this well-maintained 4-bedroom, 2-bath townhome offers easy living in a highly convenient South Ashland location--just minutes to SOU, trails, bike path, schools, shops, and dining. A charming covered front porch welcomes you into a light-filled interior with warm bamboo floors, open beam ceilings, and inviting main living spaces. The kitchen is both

Patie Millen Millen Property Group