Vintage homes for sale & real estate in Jacksonville, OR

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ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
This is a wonderful opportunity to own a private sanctuary so close to town! It is a beautiful property with two homes on it, with two wells, and lots of storage. The first home is a manufactured home, built in 1978, with a newer addition to the living room, and an extra -large kitchen. The second home is a one bedroom, one bath cabin, with cedar siding, propane heat, and metal roof. There are 5 outbuildings and small animal stable - perfect for 4-H and family projects. The pasture is beautiful, and the location is great. A must-see property!

$269,000

3 beds2 baths1,982 sq ft

126 Haven Rd, Jacksonville, OR 97530

Private sanctuary • Newer addition • Cedar siding

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
Location, Location Location! Discover this rare piece of Southern Oregon history in this National Historic Register property, situated in the heart of Downtown Jacksonville. This home offers 1,000 +/- SQFT of living space, featuring 3 bedrooms and 1 bathroom (all updated) on a 0.26-acre lot, fully enclosed white picket fencing. The main home is believed to be one of the earliest structures erected in Jacksonville and Southern Oregon with records suggesting an 1885 build date or earlier. This building once served as the Jackson County Clerk's and Sheriff's Office. Key historical amenities include: •Authentic wood flooring spanning the interior. •Elevated ceilings •Original

$599,000

3 beds1 bath1,021 sq ft

415 E C St, Jacksonville, OR 97530

Elevated ceilings • Park-like setting • Mature trees

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
Discover Applegate River Retreat, a turnkey bed & breakfast estate spanning ±104 acres with ~1,570′ of Applegate River frontage. The property features three fully furnished homes accommodating 31+ guests, two RV sites, a game room, gym/yoga studio, and private sauna, plus a fourth 2,245± SF single-level home ready for an owner's finishing touch on the adjoining 84.13± acres. Together, the estate includes 16.9 acres of water rights and offers exceptional potential for income generation, recreation, or multi-generational living. Nestled in the famed Applegate Valley, just steps from Red Lily Winery and minutes to Jacksonville and the Britt Music Festival, this

$3,295,000

2 beds2 baths1,806 sq ft

11655 Highway 238, Jacksonville, OR 97530

Private sauna • Gym yoga studio • Riverfront holding

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
Attractive rural property less than a mile from downtown Jacksonville with city water. This private setting borders city public lands to the north and east! A gated entry with paved circular driveway leads to a spacious 5 bed, 4 bath home offering vaulted ceilings, abundant natural light, den, office, hobby room, and formal living & dining areas. A 2,400+ sq ft shop with attached potential guest quarters adds outstanding flexibility for storage, workspace, or multigenerational living. Roof damage is present and the property is being sold as-is, cash only. With its location, privacy, and unique amenities, this property offers the right buyer plenty of potential to make it their own. Ca

$650,000

5 beds4 baths3,428 sq ft

791 Or-238, Jacksonville, OR 97530

Private setting • Rural property • Gated entry

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
RIVERFRONT Home! Here is your dream opportunity to own a home on the Applegate River. This property may be yours. Located along the Applegate River, approximately 20 miles from Jacksonville, on your way to Applegate Lake. One of the most affordable riverfront homes in Southern Oregon. Extensive renovations have transformed this gem into a very comfortable Estate. There has been new floor coverings through out, new paint inside and out and all new plumbing. You need to check out the large man cave complete with a wet bar. Outside there is a large flagstone porch to sit and listen to the river glide bye. The spacious Livingroom boast a huge 4 foot wide fireplace. The adjacent lot # 400 is

$379,000

3 beds1.5 baths1,736 sq ft

2525 Kinney Creek Rd, Jacksonville, OR 97530

1.76 acre lot • Parking • Built 1955

Property at 6180 Little Applegate Rd, Jacksonville, OR 97530, 5 beds, 3 baths

$1,100,000

5 beds3 baths2,992 sq ft

6180 Little Applegate Rd, Jacksonville, OR 97530

Property at 4539 Hwy 238, Jacksonville, OR 97530, 3 beds, 2 baths

$559,000

3 beds2 baths1,850 sq ft

4539 Hwy 238, Jacksonville, OR 97530

Alice Woodworth • Capstone Real Estate Services

Property at 3554 Thompson Creek Rd, Applegate, OR 97530, 3 beds, 2 baths

$675,000

3 beds2 baths1,606 sq ft

3554 Thompson Creek Rd, Applegate, OR 97530

Property at 7484 Sterling Creek Rd, Jacksonville, OR 97530, 3 beds, 2 baths

$679,808

3 beds2 baths1,448 sq ft

7484 Sterling Creek Rd, Jacksonville, OR 97530

Property at 540 E California St, Jacksonville, OR 97530, 6 beds, 5 baths

$899,000

6 beds5 baths3,394 sq ft

540 E California St, Jacksonville, OR 97530

Property at 11777 Highway 238, Jacksonville, OR 97530, 4 beds, 3 baths

$8,500,000

4 beds3 baths4,527 sq ft

11777 Highway 238, Jacksonville, OR 97530

Kendra Ratcliff • LUXE Forbes Global Properties

Property at 13731 Highway 238, Jacksonville, OR 97530

$395,000

— beds— baths— sq ft

13731 Highway 238, Jacksonville, OR 97530

Property at 1140 Tomahawk Dr, Jacksonville, OR 97530

$230,000

— beds— baths— sq ft

1140 Tomahawk Dr, Jacksonville, OR 97530

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Nearby homes that match your criteria

NEW 28 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
Great location at corner of Rock & Nursery streets. This charming circa 1916 built 2-story home is situated on a spacious, wide R2 zoned lot with alley access & potential room for 2 additional ADUs. 1808 sf, spacious living areas, 4 bedrooms & 2 baths on . 18-acre lot. Wonderful natural light, rich hardwood floors, skylights, & a wood-burning fireplace create an inviting interior. Main level offers open living room with warm woodwork & cozy FP. Large kitchen area with dining area. Gas range, vintage tile counters, dishwasher, fridge, dining nook plus a laundry closet. 2 bedrooms on the main level & a full bath with double sinks. 2 additional bedrooms upsta

$585,000

4 beds2 baths1,808 sq ft

126 Nursery St, Ashland, OR 97520

Alley access • Natural light • Skylights

NEW 29 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
Rare Offering! R2! Three beautifully updated residences on one tax lot, each with its own address and separate meters, plus a large, detached garage. R2 zoning so 2 units could qualify for AirBNB. Located at the corner of Rock and Maple, this charming main home was fully renovated in 2018 and offers a welcoming covered porch, 1,720 sq ft, 4 bedrooms, 2 baths, and an easy layout with living, kitchen, dining, one bedroom, bath, and laundry on the main level, plus three bedrooms and a bath upstairs. The second home is a delightful 2018 single-level 2-bed/2-bath with 1,070 sq ft, an airy contemporary floor plan, high ceilings, clean finishes, and an inviting modern feel. The bright 2018 built s

$1,045,000

8 beds7 baths3,270 sq ft

563 Rock And 152 Maple St, Ashland, OR 97520

Covered porch • Fully renovated • R2 zoning

Patricia Millen • Millen Property Group

3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
Well-updated cottage in a charming S Medford neighborhood! This home perfectly blends its original mid-century allure with modern conveniences to provide comfortable living, including new interior and exterior paint, flooring, fixtures, some windows and doors, and HVAC. A southeast facing picture windows lets plenty of light flow through the living room, with two bedrooms and a fully remodeled bathroom on one side of the house. The third bedroom on the other end of the house offers extra privacy for guests, with a flex room that's well-suited for a second living room, home office, or play room; or, the flex room could potentially be converted to a bathroom to create a generous primary suite

$345,000

3 beds1 bath1,204 sq ft

641 S Ivy St, Medford, OR 97501

Covered back patio • Fully fenced yard • 4,791 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
Here it is, lovely single level upgraded, updated home in desirable East Medford neighborhood! You are literally minutes from all the best amenities in Southern Oregon!! Head N for dining, retail, gym and the mountain lakes of the Pacific NW! South you're headed to the stunning Rogue Valley Country Club for some recreation or Roxy Ann winery for a lovely glass of SO's finest, try taking the back country road to Ashland for some Shakespeare! Just minutes from indoor Pickleball! You'll love to enjoy your morning coffee on your covered porch while taking in the sunrise over Roxy Ann mountain! The floor plan for this 4 bd even includes a bonus room! Granite throughout, cozy real fireplace for w

$424,000

4 beds2 baths1,758 sq ft

2145 Springbrook, Medford, OR 97504

9,147 sq ft lot • Parking • Built 1950

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
This cottage style home is in a great location of East Medford, waiting for your personal touches to make it your own sweet home or fix and flip! Three bedrooms, one bathroom. Indoor laundry room and detached garage. This is a 1945 built cottage home that sits back from the road and has privacy bushes in the front. A gas fireplace is your heat source for this 1280 square foot single level cottage. Vinyl windows complement the house and there will be a foundation company coming to repair said foundation at no expense to the buyer.

$359,000

3 beds1 bath1,280 sq ft

1975 Spring St, Medford, OR 97504

Vinyl windows • Gas fireplace • Indoor laundry room

ABOUT THIS HOME
Vintage Home for sale in Jacksonville, OR:
Attractively updated 2BD/1BA for your next home or investment property! The detached garage of 672 sq. ft. (24'x28') offers roomy storage & hobby space! For rental income or your favorite mother-in-law, convert the garage into an ADU- city of Medford gave prior planning approval & sample plans are attached. Ask about the SDC Reduction Program for huge savings on development fees! Existing home shows bright w/ modern fixtures, tasteful finishes and an efficient floor plan. Expansive attic w/ lights installed- ready to finish as a loft or additional living space. Central kitchen w/ stainless steel appliances, concrete countertops and dining bar. Spacious laundry & mud room w

$304,500

2 beds1 bath688 sq ft

16 Quince St, Medford, OR 97501

Expansive attic • Central kitchen • Concrete countertops

Property at 1956 E Fork Rd, Williams, OR 97544, 4 beds, 1 bath

$590,000

4 beds1 bath1,713 sq ft

1956 E Fork Rd, Williams, OR 97544

Property at 525 Barnes Ave, Medford, OR 97504, 3 beds, 2 baths

$469,000

3 beds2 baths1,953 sq ft

525 Barnes Ave, Medford, OR 97504

Property at 20541 Williams Hwy, Williams, OR 97544, 5 beds, 4 baths

$1,459,000

5 beds4 baths2,900 sq ft

20541 Williams Hwy, Williams, OR 97544

Property at 6 S Groveland Ave, Medford, OR 97504, 3 beds, 2 baths

$440,000

3 beds2 baths1,901 sq ft

6 S Groveland Ave, Medford, OR 97504

Property at 933 Dakota Ave, Medford, OR 97501, 3 beds, 1 bath

$349,900

3 beds1 bath1,032 sq ft

933 Dakota Ave, Medford, OR 97501

Property at 527 Chestnut St, Ashland, OR 97520, 4 beds, 4 baths

$769,000

4 beds4 baths2,032 sq ft

527 Chestnut St, Ashland, OR 97520

Property at 158 Renault Ave, Medford, OR 97501, 3 beds, 2.5 baths

$699,000

3 beds2.5 baths2,817 sq ft

158 Renault Ave, Medford, OR 97501

Property at 55 N Orange St, Medford, OR 97501, 2 beds, 1.5 baths

$329,000

2 beds1.5 baths1,253 sq ft

55 N Orange St, Medford, OR 97501

Property at 1924 Myers Ln, Medford, OR 97501, 5 beds, 2.5 baths

$649,000

5 beds2.5 baths2,084 sq ft

1924 Myers Ln, Medford, OR 97501

Property at 219 Berrydale Ave, Medford, OR 97501, 2 beds, 1 bath

$349,000

2 beds1 bath1,350 sq ft

219 Berrydale Ave, Medford, OR 97501

Steve Thomas • eXp Realty, LLC

Property at 1536 Oleander St, Medford, OR 97504, 3 beds, 2 baths

$379,000

3 beds2 baths1,455 sq ft

1536 Oleander St, Medford, OR 97504

Property at 2080 College Way, Medford, OR 97504, 3 beds, 2 baths

$329,900

3 beds2 baths1,199 sq ft

2080 College Way, Medford, OR 97504

Steve Thomas • eXp Realty, LLC

Property at 706 Monroe St, Medford, OR 97501, 3 beds, 3 baths

$429,808

3 beds3 baths1,567 sq ft

706 Monroe St, Medford, OR 97501

Property at 341 Haven St, Medford, OR 97501, 2 beds, 2 baths

$335,000

2 beds2 baths1,217 sq ft

341 Haven St, Medford, OR 97501

Vintage Homes for Sale in Jacksonville

There are currently 13 vintage homes for sale in Jacksonville at a median listing price of $660K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Jacksonville stay on the market for 129 days and receive 1 offers. Popular neighborhoods include Stagecoach Hills, and Historic Center. This map is refreshed with the newest listings in Jacksonville every 15 minutes.

In the past month, 5 homes have been sold in Jacksonville. In addition to houses in Jacksonville, there were also 4 condos, 1 townhouse, and 1 multi-family unit for sale in Jacksonville last month. Find your dream home in Jacksonville using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Jacksonville are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Jacksonville. Our Jacksonville real estate stats and trends will give you more information about home buying and selling trends in Jacksonville. If you're looking to sell your home in the Jacksonville area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Jacksonville with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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All information provided is deemed reliable but is not guaranteed and should be independently verified. The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS of Portland Oregon. Real estate listings held by brokerage firms other than Redfin are marked with the RMLS logo and detailed information about these properties includes the names of the listing brokers. Copyright © 2025 RMLS, Portland, Oregon. Data Last Updated Sun Dec 07 2025

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Vintage homes for sale & real estate in Jacksonville, OR

Vintage Homes for Sale in Jacksonville

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