Jacksonville Homes under $500,000

Jacksonville Homes under $500,000

Welcome to Jacksonville, Oregon – a charming town that beautifully blends rich history with stunning natural landscapes. Nestled in Jackson County, Jacksonville is renowned for its well-preserved 19th-century architecture and vibrant arts scene. With its picturesque downtown area, you’ll find delightful boutiques, cozy cafes, and a variety of cultural events that bring the community together.

One of the most appealing aspects of Jacksonville is its affordability, particularly for homebuyers seeking properties under $500,000. In this welcoming town, you can discover a range of homes that cater to various lifestyles and preferences. Whether you’re looking for a quaint cottage with vintage charm, a modern family home with spacious yards, or a cozy retreat tucked away in nature, Jacksonville has something for everyone.

The real estate market here offers incredible value, allowing you to invest in a home without breaking the bank. Imagine waking up to the stunning views of the surrounding mountains or taking leisurely strolls through the historic streets lined with beautiful trees. With a strong sense of community and a slower pace of life, Jacksonville is perfect for families, retirees, and anyone seeking a peaceful lifestyle.

Additionally, outdoor enthusiasts will love the proximity to hiking trails, rivers, and parks, making it easy to embrace the natural beauty that Oregon is famous for. If you’re ready to find your dream home in a town that feels like a step back in time yet offers modern conveniences, Jacksonville, OR, is the perfect place to call home. Come explore the opportunities waiting for you in this enchanting town!

Newest Jacksonville Homes under $500,000

5920 Highway 238, Jacksonville
$495,000
3 Beds ⋅ 2 Baths ⋅ 220230221 MLS
Located just outside Historic Jacksonville, this 3 bedroom (plus office), 2 bath home with 1682 sq. feet is situated on 1.98 acres. Offerings include a wonderful newly painted front deck, living room with laminate flooring and skylight, kitchen w/beautiful cabinetry, newer stainless appliances (all included), dining area that adjoins the kitchen with slider that leads out to the oversized newly painted deck, perfect for entertaining! Primary bedroom has laminate flooring and ensuite bath with single sink vanity and shower. Hall bath with tub/shower combination and linen closet. Off the kitchen, you'll find a large laundry/flex room and an office that has access to the back deck. Other features include vinyl windows, newer water heater, duct work, air register, attached 750 sq. ft. garage, RV carport, fenced areas for a garden or animals. NOTE: the sellers have an assumable VA loan at 5% that they are willing to entertain offers from eligible VA buyers...Welcome Home!

5920 Highway 238, Jacksonville

Listing courtesy of Windermere Van Vleet & Assoc..

3751 Oregon 238, Jacksonville
$495,000
4 Beds ⋅ 3 Baths ⋅ 220230144 MLS
Jacksonville country home ready for a new chapter. 8+ acres, minutes to Jacksonville. Four good sized bedrooms and three full baths. There's plenty of room to enjoy country living so close to town. Lots of natural light and a wood stove add to the ambiance. Perfect for a private retreat or a new country homestead.

3751 Oregon 238, Jacksonville

Listing courtesy of KB Properties LLC.

1889 Upper Applegate Road, Jacksonville
$200,000
3 Beds ⋅ 2 Baths ⋅ 220229978 MLS
Bring your vision and make this Upper Applegate property your own! Situated on just over an acre with a Jacksonville address, this property offers privacy, space and the opportunity to build equity while creating something special. The home needs TLC and repairs, making it an excellent opportunity for a buyer ready to roll up their sleeves and unlock its potential. Enjoy the beauty and recreation of the Applegate Valley while being within easy reach of historic downtown Jacksonville, with its charming shops, restaurants, and the renowned Britt Music & Arts Festival. Whether you're looking for a country retreat, a project with upside, or simply more room to call your own, this one is worth a look. Possible assumable 2.25% interest rate for a qualified buyer. A rare combination of acreage, potential, location and an exceptionally low-rate financing opportunity!

1889 Upper Applegate Road, Jacksonville

Listing courtesy of Hokanson Realty.

300 Shafer Ln H2 Unit H2, Jacksonville
$324,000
2 Beds ⋅ 2 Baths ⋅ 220229879 MLS
Single-level Jacksonville condo with a nicely landscaped backyard and beautiful views. This 2-bedroom, 2-bath home features an open living and dining area with abundant natural light and sliding glass doors to the outdoor space. Ideal location within complex! Updated kitchen offers white cabinetry with soft-close doors and drawers, updated countertops, newer stainless-steel appliances, and ample storage. Both bathrooms feature updated finishes and exhaust ventilation. Recent improvements include remodeled flooring throughout the living areas and bedrooms, updated trim, baseboards and interior doors, and new R-38 attic insulation. The primary bedroom offers generous floor space, natural light and a ceiling fan, with convenient laundry located nearby. Enjoy the peaceful setting, mountain views and welcoming community while being close to downtown Jacksonville, restaurants, wineries, shopping and Britt Festival events. Seller is a licensed real estate broker in the state of Oregon

300 Shafer Ln H2 Unit H2, Jacksonville

Listing courtesy of Murphy Real Estate Group LLC.

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
$324,000
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.

8744 Highway 238, Jacksonville
$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! This home is insured thru Foremost insurance

8744 Highway 238, Jacksonville

Listing courtesy of eXp Realty, LLC.

5520 Hwy 238, Jacksonville
$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 all replaced windows, doors & flooring. New interior & exterior paint in 2026. Home has drywall & a cabana addition to provide even more space. The fully fenced property features multiple mature fruit trees. 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.

1019 Highway 238, Jacksonville
$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.

4218 Thompson Creek Road, Jacksonville
$445,000
2 Beds ⋅ 1 Baths ⋅ 220225722 MLS
Home in the Heart of the Applegate River Valley; situated just minutes away from the Applegate River Bridge, local lavender farms, award-winning restaurants, venues and wineries. This custom built 2020 two-story retreat features newer appliances, spacious layout, peacefull setting and amazing views. Property offers a large level area for easy parking of equipment, RVs, extra vehicles, or a potential new homesite. *Additional 600+ sq. ft. of garage/shop space (not included in listing sq footage). Grow year round with the brand new extra large greenhouse on the property. *Bonus, the property is equipped with both an RV and a generator outlet. Whether you're looking for a country home, downsizing, or an investment property, this custom home on land combines character, functionality, and easy access to Southern Oregon's finest outdoor experiences.

4218 Thompson Creek Road, Jacksonville

Listing courtesy of Kelly Right Real Estate.

700 N 5th, Jacksonville
$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.

8720 Highway 238, Jacksonville
$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.

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