Jacksonville Homes under $500,000

Welcome to Jacksonville, Oregon – a charming city nestled in the heart of Jackson County, where history meets natural beauty. Known for its well-preserved 19th-century architecture and vibrant arts scene, Jacksonville is a delightful blend of small-town charm and modern amenities. With its picturesque streets lined with historic buildings and lush landscapes, this hidden gem offers a unique lifestyle that attracts residents from all walks of life.

Home to a population that values community and culture, Jacksonville boasts numerous local events, including the renowned Britt Music & Arts Festival, which draws visitors from across the region. Outdoor enthusiasts will find themselves captivated by the stunning scenery surrounding the city, with nearby hiking trails, vineyards, and the tranquil Applegate River, perfect for fishing and kayaking.

For those seeking a home in this idyllic setting, Jacksonville offers a range of properties under $500,000, making it an accessible option for first-time buyers, families, and retirees alike. From charming bungalows with character to modern townhouses that blend comfort and convenience, there’s something for everyone. The real estate market here is thriving, with homes that not only provide a cozy retreat but also a gateway to the incredible lifestyle Jacksonville has to offer.

Whether you’re looking for a peaceful place to settle down or an active community to engage with, Jacksonville, Oregon, is the perfect destination. Explore the available homes under $500,000 and discover how you can become part of this enchanting city, where every day feels like a retreat.

Newest Jacksonville Homes under $500,000

11851 Upper Applegate Road, Jacksonville

$399,000

2 Beds ⋅ 2 Baths ⋅ 220229327 MLS

Enjoy peace, privacy, and beautiful Applegate Valley views from this special retreat on 3.31 acres. This 2 bedroom, 2 bath home offers brand new siding all the way around, a new shop, new double pane vinyl windows, new floors, a new bathroom with walk in shower and tub, and a charming custom rock chimney and wood stove for cozy evenings. All of the wood siding and most of the interior was replaced with wood milled from local timber right here in the Applegate Valley, adding unique craftsmanship and character. A large back deck looks over the river and onto the Applegate Valley. The home includes a separate office space in addition to the two bedrooms for extra versatility. The property offers a detached garage plus the new workshop/garage for vehicles, equipment, projects or hobbies. The home is super efficient and is eligible for USDA financing for qualified buyers. The craftsmanship of the home and peaceful, rural setting make it a must-see.

11851 Upper Applegate Road, Jacksonville

Listing courtesy of eXp Realty, LLC.

3919 Little Applegate Road, Jacksonville

$325,000

3 Beds ⋅ 1 Baths ⋅ 220229203 MLS

Escape to the peaceful Applegate Valley and discover the possibilities Set on approximately .71 acre, this charming 3bedroom, 1-bath cottage offers a wonderful opportunity to enjoy country living surrounded by mature trees and open space. The property features approximately 1,100 sq ft of living space small pasture area and plenty of room to bring your vision to life. Enjoy the slower pace of rural living with the beauty of the Little Applegate area right outside your door, while still being within reach of Jacksonville and Rogue Valley amenities. Whether you're searching for a primary residence, country retreat or a property to personalize and make your own, this one offers character, setting and potential. Come experience the peaceful Applegate lifestyle and imagine what you could create here!

3919 Little Applegate Road, Jacksonville

Listing courtesy of RE/MAX Platinum.

$267,780

3 Beds ⋅ 2 Baths ⋅ 220229165 MLS

Affordable country living with unbeatable outdoor access! This 3-bedroom, 2-bathroom manufactured home sits on a manageable half-acre lot and offers fantastic valley views. Featuring a functional layout with 1,368 sq. ft. of living space, a storage shed for your gear, and a shared well. The real star here is the location--situated just moments away from the Applegate River and Applegate Lake/Cantrell Buckley Park recreation areas, making it an ideal basecamp for fishing, hiking, and exploring the outdoors. Bring your ideas and make it your own!

8744 Highway 238, Jacksonville

Listing courtesy of eXp Realty, LLC.

$420,000

3 Beds ⋅ 2 Baths ⋅ 220228116 MLS

Charming Jacksonville retreat with flexible spaces & outdoor living. This well-maintained manufactured home has some updates, featuring a remodeled kitchen & bathrooms, along with some new windows & flooring. A cabana addition provides even more space. The fully fenced property features multiple mature fruit trees, plants, and flowers. No chemicals used since 2017. Detached spaces add possibilities, including an art studio, office, grandma nook, Private room and a screened-in bamboo room for extra outdoor fun. Enjoy evenings around the firepit, challenge friends to some horseshoes, & take advantage of the dog kennel space, RV parking, & abundant storage. Something for everyone in your large family. MRA trails, with trail access right off the property, making it easy to get outside and explore. Applegate Lake & Cantrall Buckley river access are nearby. Out of town, but still close to Jacksonville's shops, restaurants, & events.

5520 Hwy 238, Jacksonville

Listing courtesy of Preferred Residential.

$325,000

1 Beds ⋅ 1 Baths ⋅ 220226323 MLS

Located just outside the heart of historic Jacksonville, this 3.63-acre property presents a rare opportunity in one of Southern Oregon's most desirable locations. Enjoy a peaceful rural setting with convenient access to downtown Jacksonville, Medford, and the area's abundant outdoor recreation. The value is in the land. The existing home is in significant disrepair and is being sold strictly as-is, where-is, with no repairs made by the seller. Cash buyers only. Ideal for buyers looking to build a custom home, create a private retreat, or invest in acreage with outstanding location potential.

1019 Highway 238, Jacksonville

Listing courtesy of eXp Realty, LLC.

$475,000

2 Beds ⋅ 1 Baths ⋅ 220225555 MLS

Built in 1912, this classic Jacksonville home reflects the character and craftsmanship of an earlier era. This 2 bedroom, 1 bath property is suited for residential, commercial, or live/work use (buyer to verify permitted uses). Positioned on Jacksonville's main thoroughfare, generous ceiling heights and abundant natural light complement a welcoming front porch, fully fenced backyard, two detached outbuildings, and the original hand dug well, a reminder of the property's long history. Equally suited as a private residence, boutique business, or short-term vacation rental, this is one of those properties that invites imagination from the moment you arrive.

700 N 5th, Jacksonville

Listing courtesy of John L. Scott Medford.

$329,000

2 Beds ⋅ 2 Baths ⋅ 220222384 MLS

Move in Ready home on a private half acre 2 comfortably sized bedrooms and 2 full baths. NEW appliances and lots of storage. BONUS fully enclosed sun-room (possible office or additional family room / bedroom ), and a large 410 sq ft detached shop /garage all set with power and internet. Fully fenced yard!, RV parking with electric and water hookups. Lots of space for parking Established Cherry and Lilac trees. Close to Cantrell Buckley Park for recreation Just 10 minutes to Jacksonville where you'll find shopping restaurants and Britt festival! NEW HVAC and Septic system in 2024. Shown by APPOINTMENT ONLY

8720 Highway 238, Jacksonville

Listing courtesy of NextHome Picket Fence Realty.

$390,000

2 Beds ⋅ 2 Baths ⋅ 220218405 MLS

Discover your own private sanctuary in the heart of the Applegate Valley. This beautifully maintained 2-bedroom, pus a bonus room, 2-bath home sits on a ''manicured mini oak forest'' featuring native landscaping and a park-like feel. Inside, you'll find 1,241 sq. ft. of thoughtfully remodeled living space, including a spacious, permitted 30'x10' living room addition and a versatile bonus room. The heavy lifting has already been done: enjoy a brand-new roof (with transferable warranty), a newer water conditioning system with UV filtration, and fresh front and back decks perfect for morning coffee. A standout feature is the 320 sq. ft. detached studio--beautifully updated and equipped with water and electricity--ready to become your dream art space, home office, or guest suite. Located on a quiet road just minutes from Jacksonville, this is the perfect blend of country quiet and city convenience. Back on the market at no fault of property.

84 Haven Road, Jacksonville

Listing courtesy of Windermere Van Vleet Jacksonville.

440 N Fourth Street 104 Unit 104, Jacksonville

$399,999

3 Beds ⋅ 2 Baths ⋅ 220210806 MLS

Experience refined living in one of Southern Oregon's most desired communities—Jacksonville Towne Square. This turn-key 3-bedroom, 2-bath Condo offers elegant design and modern comfort, all listed under $500,000. The spacious, modern kitchen features granite countertops and an open layout ideal for entertaining. The expansive primary suite is a true retreat, boasting three closets, a luxurious soaking tub, and a separate shower. Enjoy beautiful views and the convenience of being just moments from downtown Jacksonville's charming shops, fine dining, the BRITT Festival, and all this historic town has to offer. This could be the perfect location to call home, or invest as shortterm, or long term rental. Make sure this one is on your list for tour. Buyer's to do their own due diligence.

440 N Fourth Street 104 Unit 104, Jacksonville

Listing courtesy of Oregon Adventure Realty.

$450,000

2 Beds ⋅ 1 Baths ⋅ 220211790 MLS

Beautiful view of the valley looking south, with lots of sun and an open sky. No HOA's or CC&R's. The Manufactured home is exceptionally clean and organized, and ALL Appliances are included. The front porch is cozy and allows for all weather enjoyment. The home is a 1971 Single-wide, and it is in very good condition. 10 minutes to downtown Jacksonville and 20 minutes to Murphy. Excellent privacy and lots of trees in this location, build your new home, while living onsite.

1652 China Gulch Road, Jacksonville

Listing courtesy of Jeffrey Potts Real Estate.

Start Your Search

The content relating to real estate for sale on this website comes in part form the MLS of Central Oregon. Real Estate listings held by Brokerages other than Henselman Realty & Managment are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). This content was last updated on . Some properties which appear for sale on this website may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified. All content displayed on this website is restricted to personal, non-commercial use, and only for ascertaining information regarding real property for sale. The consumer will not copy, retransmit not redistribute any of the content from this website. The consumer is reminded that all listing content provided by automatic transmission by MLSCO is © MLS of Central Oregon (MLSCO).