Real Estate Investment Properties for Sale in Jacksonville, OR

Looking for investment property in Jacksonville, OR with high ROI ?

Explore a variety of short-term homes & houses in Jacksonville, OR. Invest wisely with VRBO & Jacksonville, OR Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Jacksonville, OR

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
905 Sterling Creek Road Jacksonville, OR Atop a wooded knoll minutes from downtown Jacksonville, this sprawling estate spans 89+ ac...	4 beds \| 3 baths \| 5,938 sq.ft.	$2,230,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.13% Airbnb Rental Income: $null Traditional Rental Income: $3980 Airbnb ROI: N/A Traditional ROI: 0.13%
3141 Humbug Creek Road Jacksonville, OR Applegate property w/privacy backing up to BLM land. This 2004 Custom built has 4 Bdrms + ...	4 beds \| 3 baths \| 2,857 sq.ft.	$540,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.11% Airbnb Rental Income: $null Traditional Rental Income: $3973 Airbnb ROI: N/A Traditional ROI: 6.11%
11777 Highway 238 Jacksonville, OR Welcome to Red Lily Vineyards, one of the most acclaimed vineyards in the esteemed Applega...	4 beds \| 3 baths \| 4,527 sq.ft.	$8,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.66% Airbnb Rental Income: $null Traditional Rental Income: $4104 Airbnb ROI: N/A Traditional ROI: -0.66%
1352 Upper Applegate Road Jacksonville, OR Have you ever wanted to live on a winery? Here is your chance! This beautiful property is ...	3 beds \| 2 baths \| 2,802 sq.ft.	$639,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 5.76% Airbnb Rental Income: $2915 Traditional Rental Income: $4404 Airbnb ROI: 2.14% Traditional ROI: 5.76%
7214 Griffin Lane Jacksonville, OR Great opportunity awaits! Looking for a view property that offers peace, privacy, and an ...	1 beds \| 1 baths \| 1,170 sq.ft.	$545,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.46% Airbnb Rental Income: $1636 Traditional Rental Income: $2585 Airbnb ROI: 0.69% Traditional ROI: 3.46%
1360 China Gulch Road Jacksonville, OR Incredible LocationBeautiful Custom-Built HomeMain Floor Separate Guest Suite (Perfect 2...	4 beds \| 3 baths \| 2,562 sq.ft.	$645,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $4192 Airbnb ROI: N/A Traditional ROI: 4.9%
931 Hogan Road Jacksonville, OR WINE COUNTRY EQUESTRIAN ESTATE! 14 Acres of EFU zoned land (low property taxes), surrounde...	3 beds \| 2 baths \| 2,382 sq.ft.	$1,465,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 1.5% Airbnb Rental Income: $2915 Traditional Rental Income: $3943 Airbnb ROI: 0.25% Traditional ROI: 1.5%
244 DUNLAP RD Jacksonville, OR Hurry on this 25 ACRE parcel with 1,504 Sq ft home with 3 bedrooms, 2 baths. Loft overlook...	3 beds \| 2 baths \| 1,280 sq.ft.	$497,997	Airbnb cash on cash: 3.17% Traditional cash on cash: 4.39% Airbnb Rental Income: $2915 Traditional Rental Income: $2807 Airbnb ROI: 3.17% Traditional ROI: 4.39%
11423 Upper Applegate Road Jacksonville, OR Looking for a charming cabin among the pines? Just updated with new flooring, paint, carpe...	2 beds \| 1 baths \| 868 sq.ft.	$299,999	Airbnb cash on cash: 5.98% Traditional cash on cash: 5.02% Airbnb Rental Income: $2840 Traditional Rental Income: $1906 Airbnb ROI: 5.98% Traditional ROI: 5.02%
4000 Little Applegate Road Jacksonville, OR The River Awaits! Tucked away in the Applegate Valley on 4.58 acres enjoy your custom buil...	4 beds \| 3 baths \| 3,400 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.97% Airbnb Rental Income: $null Traditional Rental Income: $4224 Airbnb ROI: N/A Traditional ROI: 1.97%
7813 Upper Applegate Road Jacksonville, OR Luxurious Pagnini Custom Home on the Applegate River. Situated Far from the Road for Opti...	3 beds \| 4 baths \| 3,218 sq.ft.	$995,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 2.33% Airbnb Rental Income: $2915 Traditional Rental Income: $3833 Airbnb ROI: 0.61% Traditional ROI: 2.33%
110 McCully Lane Jacksonville, OR Come tour this charming townhome in the heart of historic Jacksonville! Conveniently locat...	2 beds \| 3 baths \| 1,372 sq.ft.	$425,000	Airbnb cash on cash: 3.19% Traditional cash on cash: 4.82% Airbnb Rental Income: $2840 Traditional Rental Income: $2825 Airbnb ROI: 3.19% Traditional ROI: 4.82%
65 Sterling Creek Road Jacksonville, OR Location, Location, Location!! An amazing 1.41 acres located just at the top of Cady Road ...	2 beds \| 1 baths \| 916 sq.ft.	$449,000	Airbnb cash on cash: 3.38% Traditional cash on cash: 3.14% Airbnb Rental Income: $2840 Traditional Rental Income: $2075 Airbnb ROI: 3.38% Traditional ROI: 3.14%
430 S Fifth Street Jacksonville, OR Enjoy being in the heart of Jacksonville in this lovingly maintained & updated home. One b...	3 beds \| 2 baths \| 1,622 sq.ft.	$514,500	Airbnb cash on cash: 2.72% Traditional cash on cash: 5% Airbnb Rental Income: $2915 Traditional Rental Income: $3335 Airbnb ROI: 2.72% Traditional ROI: 5%
110 Hangman Way Jacksonville, OR Traditional contemporary on a huge level located in the city of Jacksonville. 3513 sq ft w...	4 beds \| 3 baths \| 3,513 sq.ft.	$888,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $4493 Airbnb ROI: N/A Traditional ROI: 3.7%
9511 Sterling Creek Road Jacksonville, OR This beautiful log Applegate Valley home features 3 bedrooms, 3 baths, and rests on 23 acr...	3 beds \| 3 baths \| 2,446 sq.ft.	$949,500	Airbnb cash on cash: 0.82% Traditional cash on cash: 2.58% Airbnb Rental Income: $2915 Traditional Rental Income: $3795 Airbnb ROI: 0.82% Traditional ROI: 2.58%
410 E E Street Jacksonville, OR Discover historic elegance at the iconic Reuter House constructed between 1880 & 1885. Nes...	4 beds \| 3 baths \| 2,246 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.25% Airbnb Rental Income: $null Traditional Rental Income: $3774 Airbnb ROI: N/A Traditional ROI: 4.25%
12588 highway 238 Jacksonville, OR Amazing opportunity to have 2 homes on an expansive 40-acre property in desirable Applegat...	2 beds \| 1 baths \| 1,977 sq.ft.	$490,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 3.89% Airbnb Rental Income: $2840 Traditional Rental Income: $2500 Airbnb ROI: 3.18% Traditional ROI: 3.89%
500 Wagon Trail Drive Jacksonville, OR Looking for workshop space & a nicely remodeled home on acreage close to Jacksonville? Thi...	3 beds \| 2 baths \| 2,528 sq.ft.	$669,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.52% Airbnb Rental Income: $2915 Traditional Rental Income: $3848 Airbnb ROI: 1.95% Traditional ROI: 4.52%
510 Coachman Drive Jacksonville, OR GREAT price for an exquisite home! Located in the Coachman hills, minutes from downtown Ja...	3 beds \| 3 baths \| 2,794 sq.ft.	$899,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 2.82% Airbnb Rental Income: $2915 Traditional Rental Income: $3949 Airbnb ROI: 0.78% Traditional ROI: 2.82%
2832 Humbug Creek Road Jacksonville, OR The pace of life is different here in the Applegate Valley. It's quieter. The sky looks mo...	2 beds \| 1 baths \| 720 sq.ft.	$200,000	Airbnb cash on cash: 9.33% Traditional cash on cash: 6.47% Airbnb Rental Income: $2840 Traditional Rental Income: $1636 Airbnb ROI: 9.33% Traditional ROI: 6.47%
300 Jackson Creek Drive Jacksonville, OR Charming Craftsman-Style 3 bedroom, 2.5 bath home in Jacksonville's lovely Nunan Square ne...	3 beds \| 3 baths \| 1,870 sq.ft.	$635,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 4.59% Airbnb Rental Income: $2915 Traditional Rental Income: $3782 Airbnb ROI: 1.99% Traditional ROI: 4.59%
880-882 S 3rd Street Jacksonville, OR Discover a rare gem in the heart of Jacksonville! This exceptional property offers a poten...	4 beds \| 4 baths \| 2,579 sq.ft.	$729,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.36% Airbnb Rental Income: $null Traditional Rental Income: $4093 Airbnb ROI: N/A Traditional ROI: 4.36%
700 Hueners Lane Jacksonville, OR Nestled on a spacious .29-acre lot, this beautiful and fully remodeled cottage is a true a...	2 beds \| 1 baths \| 1,000 sq.ft.	$470,000	Airbnb cash on cash: 3.15% Traditional cash on cash: 3.28% Airbnb Rental Income: $2840 Traditional Rental Income: $2235 Airbnb ROI: 3.15% Traditional ROI: 3.28%
1684 Humbug Creek Road Jacksonville, OR Custom view home on private acreage just 21 minutes from Jacksonville! Great room with abu...	4 beds \| 4 baths \| 3,728 sq.ft.	$900,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $4321 Airbnb ROI: N/A Traditional ROI: 3.62%
298 Sterling Creek Road Jacksonville, OR Welcome to impeccable views in Jacksonville! The expansive gourmet kitchen features a bran...	5 beds \| 5 baths \| 4,300 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.47% Airbnb Rental Income: $null Traditional Rental Income: $5415 Airbnb ROI: N/A Traditional ROI: 5.47%
420 S Fifth Street Jacksonville, OR Lovely and low maintenance 2 bedroom home located in the heart of Historic Jacksonville. T...	2 beds \| 3 baths \| 1,931 sq.ft.	$510,000	Airbnb cash on cash: 2.64% Traditional cash on cash: 5.82% Airbnb Rental Income: $2840 Traditional Rental Income: $3690 Airbnb ROI: 2.64% Traditional ROI: 5.82%
110 Placer Hill Drive Jacksonville, OR Welcome to Beautiful Historic Jacksonville!! Step inside this amazing 3 bed/2.5 bath home ...	3 beds \| 3 baths \| 3,887 sq.ft.	$1,150,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 1.71% Airbnb Rental Income: $2915 Traditional Rental Income: $3546 Airbnb ROI: 0.49% Traditional ROI: 1.71%
5783 OR-238 Jacksonville, OR Beautiful custom home sits on 10 acres, including the adjoining but separate legal 5 acre ...	3 beds \| 2 baths \| 1,811 sq.ft.	$749,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 3.51% Airbnb Rental Income: $2915 Traditional Rental Income: $3735 Airbnb ROI: 1.36% Traditional ROI: 3.51%
950 Beverly Way Jacksonville, OR Pristine Pheasant Meadows Subdivision w/Tennis/Pickleball Courts, Park and Trail to local ...	3 beds \| 3 baths \| 2,714 sq.ft.	$870,700	Airbnb cash on cash: 1.06% Traditional cash on cash: 3.45% Airbnb Rental Income: $2915 Traditional Rental Income: $4172 Airbnb ROI: 1.06% Traditional ROI: 3.45%
11501 Upper Applegate Road Jacksonville, OR Tucked away on a serene knoll-top, this property has stunning mountain views. Set back fro...	3 beds \| 2 baths \| 2,160 sq.ft.	$550,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 5.4% Airbnb Rental Income: $2915 Traditional Rental Income: $3744 Airbnb ROI: 2.47% Traditional ROI: 5.4%
465 Strawberry Hill Lane Jacksonville, OR Escape to your own private haven on 21.49 acres in the scenic West Hills, just 1.5 miles f...	3 beds \| 3 baths \| 2,626 sq.ft.	$899,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 3.34% Airbnb Rental Income: $2915 Traditional Rental Income: $4153 Airbnb ROI: 1.05% Traditional ROI: 3.34%
327 Laurelwood Drive Jacksonville, OR Discover the charm of this one-of-a-kind, eclectic home nestled in the highly desirable Ja...	2 beds \| 2 baths \| 1,544 sq.ft.	$630,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.16% Airbnb Rental Income: $2840 Traditional Rental Income: $3068 Airbnb ROI: 1.65% Traditional ROI: 3.16%
3361 Little Applegate Road Jacksonville, OR Welcome to your serene oasis! This charming two bed, two bath, ranch-style home is nestled...	2 beds \| 2 baths \| 1,264 sq.ft.	$399,900	Airbnb cash on cash: 3.82% Traditional cash on cash: 5.47% Airbnb Rental Income: $2840 Traditional Rental Income: $2796 Airbnb ROI: 3.82% Traditional ROI: 5.47%
3375 Little Applegate Road Jacksonville, OR Discover your dream home in this stunning 4-bedroom, 3.5-bath residence that perfectly ble...	4 beds \| 4 baths \| 2,907 sq.ft.	$674,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $3826 Airbnb ROI: N/A Traditional ROI: 4.27%
440 Fourth Street #104 Jacksonville, OR Beautiful home located in one of the best areas in downtown Jacksonville central to shops,...	3 beds \| 2 baths \| 1,629 sq.ft.	$499,900	Airbnb cash on cash: 2.31% Traditional cash on cash: 5.21% Airbnb Rental Income: $2915 Traditional Rental Income: $3594 Airbnb ROI: 2.31% Traditional ROI: 5.21%
375 Morton Way Jacksonville, OR Beautiful Jacksonville home with privacy, views, and so many extras! Just five minutes fro...	5 beds \| 4 baths \| 2,778 sq.ft.	$999,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.91% Airbnb Rental Income: $null Traditional Rental Income: $4141 Airbnb ROI: N/A Traditional ROI: 2.91%
14100 Upper Applegate Road Jacksonville, OR Experience the best of Applegate Valley living just a mile from scenic Applegate Lake! Thi...	3 beds \| 2 baths \| 1,584 sq.ft.	$350,000	Airbnb cash on cash: 4.99% Traditional cash on cash: 8.32% Airbnb Rental Income: $2915 Traditional Rental Income: $3335 Airbnb ROI: 4.99% Traditional ROI: 8.32%
9659 Dunlap Road Jacksonville, OR Welcome to your own private Applegate riverfront property, w/ close to 2,400 ft of river f...	3 beds \| 2 baths \| 2,159 sq.ft.	$1,345,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 1.38% Airbnb Rental Income: $2915 Traditional Rental Income: $3913 Airbnb ROI: 0.04% Traditional ROI: 1.38%
5150 Yale Creek Road Jacksonville, OR Escape to Your Off-Grid Paradise! Discover this stunning off-grid cabin nestled on 10 acre...	1 beds \| 1 baths \| 1,000 sq.ft.	$160,000	Airbnb cash on cash: 5.88% Traditional cash on cash: 9.96% Airbnb Rental Income: $1636 Traditional Rental Income: $1798 Airbnb ROI: 5.88% Traditional ROI: 9.96%

Real Estate investment in Jacksonville, OR

There are 48 properties for sale in the city of Jacksonville . The median list price in Jacksonville is $659,450 and the average price per square foot is $284. In November 2024, the average monthly cash on cash return in Jacksonville is 4.00%. The average monthly rental income in Jacksonville is $3,759.

Jacksonville, OR Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 48 investment properties available for sale in Jacksonville.

In 2024, the best neighborhood to buy investment property is Jacksonville.

The ROI for Long-Term is higher than the Short-Term in Jacksonville with average rental income of $3,759.

Your search for investment property begins and ends here

Investment Property for Sale in Jacksonville, OR

905 Sterling Creek Road

Jacksonville, OR

4 beds | 3 baths | 5,938 sq.ft.

$2,230,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.13%

Airbnb Rental Income: $null

Traditional Rental Income: $3980

Airbnb ROI: N/A

Traditional ROI: 0.13%

3141 Humbug Creek Road

Jacksonville, OR

4 beds | 3 baths | 2,857 sq.ft.

$540,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.11%

Airbnb Rental Income: $null

Traditional Rental Income: $3973

Airbnb ROI: N/A

Traditional ROI: 6.11%

11777 Highway 238

Jacksonville, OR

4 beds | 3 baths | 4,527 sq.ft.

$8,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.66%

Airbnb Rental Income: $null

Traditional Rental Income: $4104

Airbnb ROI: N/A

Traditional ROI: -0.66%

1352 Upper Applegate Road

Jacksonville, OR

3 beds | 2 baths | 2,802 sq.ft.

$639,900

Airbnb cash on cash: 2.14%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $2915

Traditional Rental Income: $4404

Airbnb ROI: 2.14%

Traditional ROI: 5.76%

7214 Griffin Lane

Jacksonville, OR

1 beds | 1 baths | 1,170 sq.ft.

$545,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $1636

Traditional Rental Income: $2585

Airbnb ROI: 0.69%

Traditional ROI: 3.46%

1360 China Gulch Road

Jacksonville, OR

4 beds | 3 baths | 2,562 sq.ft.

$645,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.9%

Airbnb Rental Income: $null

Traditional Rental Income: $4192

Airbnb ROI: N/A

Traditional ROI: 4.9%

931 Hogan Road

Jacksonville, OR

3 beds | 2 baths | 2,382 sq.ft.

$1,465,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 1.5%

Airbnb Rental Income: $2915

Traditional Rental Income: $3943

Airbnb ROI: 0.25%

Traditional ROI: 1.5%

244 DUNLAP RD

Jacksonville, OR

3 beds | 2 baths | 1,280 sq.ft.

$497,997

Airbnb cash on cash: 3.17%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $2915

Traditional Rental Income: $2807

Airbnb ROI: 3.17%