Ashland Homes under $500,000

Ashland Homes under $500,000

Welcome to Ashland, Oregon – a vibrant gem nestled in the heart of Jackson County! Renowned for its stunning landscapes, rich cultural scene, and welcoming community, Ashland offers a unique blend of small-town charm and artistic flair. Famous for the Oregon Shakespeare Festival, this picturesque city attracts visitors and residents alike with its vibrant arts, outdoor adventures, and a culinary scene that celebrates local flavors.

For those looking to call Ashland home, you’ll be delighted to discover a variety of charming homes available for under $500,000. Whether you’re a first-time homebuyer, a retiree seeking tranquility, or a family looking for a nurturing environment, Ashland’s real estate market has something for everyone. Picture yourself in a cozy bungalow surrounded by lush greenery or a modern townhouse just a stone’s throw from downtown, where you can enjoy local shops, cafes, and parks.

The affordability of homes in Ashland under $500,000 makes it an attractive option for buyers who wish to enjoy the beauty and amenities of this enchanting city without breaking the bank. With a strong sense of community, excellent schools, and access to outdoor activities like hiking, biking, and skiing, Ashland promises a lifestyle that is both fulfilling and adventurous.

Come explore the possibilities in Ashland, where your dream home awaits amidst stunning scenery and a thriving community spirit. Let us help you find the perfect property that fits your needs and budget in this enchanting corner of Oregon!

Newest Ashland Homes under $500,000

25 S Mountain Avenue, Ashland
$439,000
3 Beds ⋅ 2 Baths ⋅ 220230127 MLS
Ideally located in Phillips Corner near the heart of Ashland, this 3-bedroom, 2-bath townhome was built with efficiency and sustainability in mined. Built to Earth Advantage standards, this home features high-efficiency, mini-split HVAC and an on-demand gas water heater. The living room has high vaulted ceilings, a gas fireplace, and an open staircase. The kitchen offers modern cabinetry, stainless steel appliances, lots of storage, and a convenient pantry. Enjoy outdoor living on the spacious, covered front porch or private back patio. A 2-car garage provides additional parking and storage. Affordable HOA dues include landscape maintenance, garbage service, and access to the community playground and garden. Just minutes from downtown Ashland, shopping, dining, entertainment, SOU, and nearby parks, this townhome offers comfortable, low-maintenance living in a convenient location.

25 S Mountain Avenue, Ashland

Listing courtesy of RE/MAX Platinum.

845 Pavilion Place, Ashland
$399,000
3 Beds ⋅ 2 Baths ⋅ 220230107 MLS
Welcome to 845 Pavilion, a beautifully appointed condo in the desirable Mountain Meadows community. Gorgeous views complement the thoughtfully designed interior, featuring beautiful built-ins and new, luxury plank flooring throughout. The spacious kitchen offers plenty of room for cooking, gathering, and entertaining. The versatile third bedroom features elegant French doors, making it an inviting space for a bedroom, office, or den. With its blend of comfort, style, scenic surroundings, and quality updates, this lovely home offers and exceptional opportunity to enjoy the Mountain Meadows lifestyle.

845 Pavilion Place, Ashland

Listing courtesy of RE/MAX Platinum.

235 E Hersey Street, Ashland
$425,000
2 Beds ⋅ 1 Baths ⋅ 220230032 MLS
Darling, turn-key single-level 1950's cottage is situated on a good-sized .17 acre lot with views. This home offers 772 sq ft of well lit living space with 2 bedrooms, 1 bath, welcoming living room, kitchen with a dining nook & red oak hardwood floors. 235 E Hersey is conveniently located just blocks from town with easy access to shopping and schools. The property features a large, private, fully fenced backyard with a beautiful lawn, cedar deck, 2 raised garden beds, abundant drip irrigated flowers, mature fruit trees, table grapes & a 2 part compost station. There is a 10x20 shed with built-in storage shelving. Enjoy views of Grizzly Peak from the kitchen and backyard. 2023 updates: Fridge, windows, exterior paint and insulation in the attic. 2025: new HVAC unit, solid core doors. 2026: cedar deck, new gutters, new roof on the shed, 3 tier patio, organic garden beds, landscaping, irrigation & permitted back flow preventer.

235 E Hersey Street, Ashland

Listing courtesy of Gateway Real Estate.

800 Park Street, Ashland
$320,000
2 Beds ⋅ 2 Baths ⋅ 220229936 MLS
Light-filled and thoughtfully updated, this home offers comfortable living in a quiet neighborhood with convenient access to everything you need. Recent improvements include new LVP flooring throughout, fresh interior paint, updated lighting and plumbing fixtures, new baseboards and door trim, and a new garbage disposal. The kitchen features stainless steel appliances installed in 2024 and an under-sink water filtration system. A Samsung washer and dryer are also included for added convenience. The garage offers access to a private, lockable storage room, providing extra space for your belongings. Set back from the street, the property offers a peaceful setting while remaining close to hiking and biking trails, downtown, SOU, local restaurants, and grocery stores. Enjoy the best of convenience and quiet neighborhood living in this updated home.

800 Park Street, Ashland

Listing courtesy of eXp Realty, LLC.

524 W Nevada Street, Ashland
$475,000
3 Beds ⋅ 3 Baths ⋅ 220229876 MLS
Desirable end-unit townhome with quality finishes and abundant natural light, directly adjacent to 1.77-acre community park in Billings Ranch! Main level great room with high vaulted ceiling, hardwood floors, gas fireplace, covered view balcony, kitchen with granite counters and dining island, knotty alder cabinets and built-in buffet, stainless appliances including five-burner gas range with a double oven, powder room, two-car garage, and private side-yard patio. Vaulted upper-level primary with view balcony and a full ensuite bathroom with double vanity, shower, and walk-in closet. Tiled lower entry foyer with built-in shelving and desk, full guest bath with tub shower, laundry room, and two bedrooms with shelving and sliding glass door to covered deck. All new exterior paint and updated landscaping in 2026; HVAC units replaced in 2024. Association dues cover all exterior maintenance and landscaping. Inquire for details!

524 W Nevada Street, Ashland

Listing courtesy of John L Scott Ashland.

479 Russell Street 202 Unit 202, Ashland
$265,000
1 Beds ⋅ 1 Baths ⋅ 220229841 MLS
Escape to the great town of Ashland. Easy access to College, Bus line, shopping, eateries and theater. The location is so close to Downtown and the sought after Railroad District of Ashland. Urban living with views from this end unit condo with balcony; Motivated Seller! This would be Super for second home, or easy affordable living. Elevator and small storage area are great for those who don't take stairs. Storage will hold bikes and other recreational items etc. Open floor plan with high ceilings lots of natural light, end unit with private balcony, up/down blinds, ceaser stone counters. Stainless appliances, interior ceiling fire sprinklers, and stackable washer and dryer are included. This condo is located on a private street with off-street parking for guests and residents. HOA is building up funds which cover all exterior matinence, landscaping, sewer, water garbage and roof.

479 Russell Street 202 Unit 202, Ashland

Listing courtesy of Windermere Van Vleet & Associates.

890 Twin Pines Circle, Ashland
$489,000
3 Beds ⋅ 2 Baths ⋅ 220229757 MLS
Move-in ready home right on Oak Knoll Golf Course in Ashland! There are literally no neighbors here...surrounded by Golf Course and HOA park. Fresh and inviting with all-new interior paint and flooring throughout. The spacious, open living room offers plenty of room for entertaining, while the charming kitchen and large laundry room provide great everyday functionality. The primary suite offers a comfortable retreat, and the sun room adds a unique space to relax and enjoy the natural light. Large attached 2-car garage features a convenient golf cart door for easy access to the course. Step outside to the back patio surrounded by mature landscaping and enjoy the beautiful golf course setting. A wonderful opportunity to enjoy comfortable living with the course right outside your door!

890 Twin Pines Circle, Ashland

Listing courtesy of Home Quest Realty.

827 Tyler Creek Road, Ashland
$474,900
3 Beds ⋅ 3 Baths ⋅ 220229660 MLS
Escape to a private retreat in the hills outside Ashland. Set on 5.13 wooded acres, this peaceful property feels worlds away, yet is about 20 minutes from the South Ashland I-5 exit. The distinctive 3-bedroom, 2.5-bath home offers 2,833 sq ft with forest, mountain and creek views. Radiant floors, vaulted ceilings, skylights, large windows and straw-bale insulated walls provide year-round comfort and connection to the landscape. The updated kitchen features granite counters, an island, walk-in pantry and stainless appliances, opening to living and dining areas anchored by a wood-burning fireplace. Upstairs, the spacious primary suite includes a private balcony, soaking tub and tiled shower. Two additional bedrooms offer space for family or guests. A finished lower level with exterior access is ideal for an office, studio, recreation room or guest space. Enjoy a wraparound deck, garden areas and mature trees, plus RV parking and hookup, EV charging, storage and a two-car garage.

827 Tyler Creek Road, Ashland

Listing courtesy of Real Broker.

268 W Hersey Street, Ashland
$495,000
220229520 MLS
Come see this well-maintained single level duplex in a convenient Ashland location, just a short distance from downtown. Both light and bright units feature open floor plans, double-pane vinyl windows, washer/dryer hookups, single-car garages, and ample off-street parking. One unit has been nicely updated with vinyl plank flooring and fresh interior paint. Well cared for and conveniently located, this property offers an excellent investment opportunity.

268 W Hersey Street, Ashland

Listing courtesy of John L Scott Ashland.

368 Meadow Drive, Ashland
$450,000
3 Beds ⋅ 3 Baths ⋅ 220229321 MLS
Pristine condition and ready for you to move in today. This home has many well thought out amenities and upgrades throughout; open floor plan, w/great room living and slider out to the covered patio ready for your summertime BBQ's. The kitchen has slab granite counters w/breakfast bar, a walk-in pantry and beautiful tile floors. The master suite has a private view deck, bath w/jetted tub and double vanity with a large walk-in closet. The living room has a gas fireplace w/marble surround, crown molding, the list goes on. Set on a corner lot offering specular views. Fresh paint in the interior. Two newer Mini-split HVAC units for increased efficiency. Large two car garage.

368 Meadow Drive, Ashland

Listing courtesy of John L Scott Ashland.

380 Clay Street, Ashland
$175,000
3 Beds ⋅ 1 Baths ⋅ 220229064 MLS
Excellent opportunity to build your dream home! Conveniently located near the future site of East Main Park, this property offers the potential to create a custom home in an area positioned for future neighborhood amenities. Offered for sale via online auction. Opening bid meets reserve and will sell to the highest bidder. A 5% buyer's premium will be added to the winning bid. The property will be sold in its present ''AS IS, WHERE IS'' condition, with no financing or inspection contingencies. A large Fremont Cottonwood, designated as a Heritage Tree, provides shade and adds character to the property. Buyers should be aware that removal of the Cottonwood requires a Tree Removal Permit in accordance with City requirements. See Gov Deals for more information, disclosures, and auction terms and conditions.

380 Clay Street, Ashland

Listing courtesy of Bang Realty-Oregon Inc..

49 California Street, Ashland
$317,000
2 Beds ⋅ 2 Baths ⋅ 220229021 MLS
Charming 2004 built Victorian-style townhouse offering the perfect blend of classic character and modern convenience. This inviting end unit features 2 bedrooms and 1½ baths, with wood floors extending through the entry and living room. The comfortable floor plan offers a warm, welcoming living space with plenty of natural light and easy flow. Step outside to the back deck, ideal for relaxing, enjoying your morning coffee, or entertaining friends. As an end unit, this home offers added privacy and a desirable setting. Conveniently located near schools, shopping, dining, and everyday amenities, this delightful townhouse is a wonderful opportunity for comfortable, low-maintenance living with plenty of charm. Note, all tenant possessions have been removed from all photos.

49 California Street, Ashland

Listing courtesy of Millen Property Group.

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