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
2365 Eastside Road Jacksonville, OR Experience elevated mountain living on this breathtaking 9-acre estate at the base of Boaz...	4 beds \| 4 baths \| 3,737 sq.ft.	$1,200,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 3.49% Airbnb Rental Income: $1962 Traditional Rental Income: $5621 Airbnb ROI: -0.25% Traditional ROI: 3.49%
100 Nunan Street Jacksonville, OR OPEN HOUSE~Sun May 31, 1-4 Timeless elegance meets historic charm in the heart of Jack...	3 beds \| 3 baths \| 2,259 sq.ft.	$775,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 2.84% Airbnb Rental Income: $1635 Traditional Rental Income: $3361 Airbnb ROI: -0.19% Traditional ROI: 2.84%
205 N Oregon Street Jacksonville, OR Exceptional 2026 new construction in the heart of historic Jacksonville, Or. Enjoy being j...	3 beds \| 3 baths \| 1,570 sq.ft.	$825,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 3.18% Airbnb Rental Income: $1635 Traditional Rental Income: $3398 Airbnb ROI: 0.29% Traditional ROI: 3.18%
1300 Andrews Place Jacksonville, OR Stunning 2021-built contemporary home in a quiet Jacksonville location close to town & hik...	4 beds \| 3 baths \| 2,277 sq.ft.	$849,999	Airbnb cash on cash: -0.1% Traditional cash on cash: 2.92% Airbnb Rental Income: $1962 Traditional Rental Income: $3835 Airbnb ROI: -0.1% Traditional ROI: 2.92%
51 Sterling Creek Road Jacksonville, OR Sweet semi-rural setting just minutes from downtown Jacksonville, perfect for your small h...	3 beds \| 2 baths \| 1,744 sq.ft.	$494,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 4.54% Airbnb Rental Income: $1635 Traditional Rental Income: $2951 Airbnb ROI: 0.69% Traditional ROI: 4.54%
155 Morton Way Jacksonville, OR This beauty is in the desirable Pair-A-Dice neighborhood of Jacksonville. A flat 1.96 acre...	5 beds \| 3 baths \| 5,228 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.59% Airbnb Rental Income: $null Traditional Rental Income: $2981 Airbnb ROI: N/A Traditional ROI: 0.59%
5758 Sterling Creek Road Jacksonville, OR Discover a truly unique opportunity on 64+ scenic acres with EFU zoning, offering exceptio...	3 beds \| 1 baths \| 1,644 sq.ft.	$875,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 2.07% Airbnb Rental Income: $1635 Traditional Rental Income: $2910 Airbnb ROI: -0.07% Traditional ROI: 2.07%
13719 Highway 238 Jacksonville, OR Amazing Applegate River frontage for fishing, kayaking, or tubing w/private park-like grou...	4 beds \| 2 baths \| 3,056 sq.ft.	$985,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 1.06% Airbnb Rental Income: $1962 Traditional Rental Income: $2452 Airbnb ROI: -0.04% Traditional ROI: 1.06%
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: -1% Traditional cash on cash: -0.66% Airbnb Rental Income: $1962 Traditional Rental Income: $4104 Airbnb ROI: -1% Traditional ROI: -0.66%
3361 Little Applegate Road Jacksonville, OR Handyman Special! Discover the charm and potential of this peaceful 4.77-acre property, fe...	2 beds \| 2 baths \| 1,264 sq.ft.	$349,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 6.32% Airbnb Rental Income: $1137 Traditional Rental Income: $2796 Airbnb ROI: 0.12% Traditional ROI: 6.32%
3375 Little Applegate Road Jacksonville, OR This updated 4-bed, 4 -bath home offers 2,907 sqft of living space on a peaceful 6-acre lo...	4 beds \| 4 baths \| 2,907 sq.ft.	$649,900	Airbnb cash on cash: 0.5% Traditional cash on cash: 4.42% Airbnb Rental Income: $1962 Traditional Rental Income: $3826 Airbnb ROI: 0.5% Traditional ROI: 4.42%
254 Juanita Way Jacksonville, OR 254 Juanita Way, Jacksonville, OR 97530 \| Other	N/A beds \| N/A baths \| N/A	$275,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 0.32% Airbnb Rental Income: $462 Traditional Rental Income: $683 Airbnb ROI: -1.56% Traditional ROI: 0.32%
6041 Sterling Creek Road Jacksonville, OR Experience the serenity of country living in this charming two-story home set on 3.24 acre...	3 beds \| 2 baths \| 1,650 sq.ft.	$434,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 4.92% Airbnb Rental Income: $1635 Traditional Rental Income: $2787 Airbnb ROI: 0.96% Traditional ROI: 4.92%
321 Pair A Dice Ranch Road Jacksonville, OR A true masterpiece in Southern Oregon, 1st time, extraordinary Mediterranean estate captur...	4 beds \| 6 baths \| 9,904 sq.ft.	$4,600,000	Airbnb cash on cash: -1.25% Traditional cash on cash: 0.37% Airbnb Rental Income: $1962 Traditional Rental Income: $8367 Airbnb ROI: -1.25% Traditional ROI: 0.37%
7484 Sterling Creek Road Jacksonville, OR Picturesque little valley backing up to BLM land & Sterling Dutch trail on 43.20 acres. Ri...	3 beds \| 2 baths \| 1,448 sq.ft.	$629,808	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.08% Airbnb Rental Income: $1635 Traditional Rental Income: $2792 Airbnb ROI: 0.33% Traditional ROI: 3.08%
2527 Sterling Creek Rd Jacksonville, OR 2527 Sterling Creek Rd, Jacksonville, OR 97530 \| Other	N/A beds \| N/A baths \| N/A	$255,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 0.93% Airbnb Rental Income: $462 Traditional Rental Income: $788 Airbnb ROI: -1.53% Traditional ROI: 0.93%
2541 Sterling Creek Rd Jacksonville, OR 2541 Sterling Creek Rd, Jacksonville, OR 97530 \| Other	N/A beds \| N/A baths \| N/A	$255,000	Airbnb cash on cash: -1.53% Traditional cash on cash: 0.93% Airbnb Rental Income: $462 Traditional Rental Income: $788 Airbnb ROI: -1.53% Traditional ROI: 0.93%
615 Tumbleweed Trail Jacksonville, OR Single-level custom home on acreage showcases dramatic views and architecture. Rare privac...	3 beds \| 3 baths \| 2,576 sq.ft.	$864,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 2.71% Airbnb Rental Income: $1635 Traditional Rental Income: $3598 Airbnb ROI: -0.3% Traditional ROI: 2.71%
238 Juanita Way Jacksonville, OR 238 Juanita Way, Jacksonville, OR 97530 \| Other	N/A beds \| N/A baths \| N/A	$139,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 3.27% Airbnb Rental Income: $462 Traditional Rental Income: $789 Airbnb ROI: -1.18% Traditional ROI: 3.27%
0 Sterling Creek Rd Jacksonville, OR 0 Sterling Creek Rd, Jacksonville, OR 97530 \| Other	N/A beds \| N/A baths \| N/A	$275,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 0.64% Airbnb Rental Income: $462 Traditional Rental Income: $768 Airbnb ROI: -1.56% Traditional ROI: 0.64%
300 Shafer Lane #I-2 Jacksonville, OR Stunning updated condo in the heart of Jacksonville! Low maintenance living just minutes f...	2 beds \| 2 baths \| 984 sq.ft.	$325,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 5.48% Airbnb Rental Income: $1137 Traditional Rental Income: $2225 Airbnb ROI: 0.68% Traditional ROI: 5.48%
795 Bybee Drive Jacksonville, OR Built in 2022, this stunning Craftsman-style home features timeless charm with modern luxu...	3 beds \| 3 baths \| 2,046 sq.ft.	$755,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 3.59% Airbnb Rental Income: $1635 Traditional Rental Income: $3772 Airbnb ROI: -0.1% Traditional ROI: 3.59%
324 China Gulch Road Jacksonville, OR 4 bed 3 bathroom 2,600+ SqFt house in the Applegate on 2.5 usable acres with 2 sheds, good...	4 beds \| 3 baths \| 2,611 sq.ft.	$609,900	Airbnb cash on cash: 0.77% Traditional cash on cash: 4.91% Airbnb Rental Income: $1962 Traditional Rental Income: $3806 Airbnb ROI: 0.77% Traditional ROI: 4.91%
145 Lomas Road Jacksonville, OR Luxury private oasis on 17 wooded acres just one minute from the Applegate River & Cantrel...	3 beds \| 4 baths \| 2,743 sq.ft.	$1,169,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.38% Airbnb Rental Income: $1635 Traditional Rental Income: $4152 Airbnb ROI: -0.36% Traditional ROI: 2.38%
15 Twin Oaks Road Jacksonville, OR 2.99 Fully fenced acres! Just minutes to beautiful Applegate lake, 1/2 mile from Cantral B...	3 beds \| 2 baths \| 1,880 sq.ft.	$589,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 3.72% Airbnb Rental Income: $1635 Traditional Rental Income: $3032 Airbnb ROI: 0.35% Traditional ROI: 3.72%
3998 Little Applegate Road Jacksonville, OR Discover Belvoir Estate, an extraordinary French Country chateau in the heart of Southern ...	4 beds \| 3 baths \| 6,838 sq.ft.	$2,390,000	Airbnb cash on cash: -1% Traditional cash on cash: 0.28% Airbnb Rental Income: $1962 Traditional Rental Income: $4266 Airbnb ROI: -1% Traditional ROI: 0.28%
5700 Highway 238 Jacksonville, OR This is an amazing rural property just minutes to Jacksonville with lots of potential. It ...	3 beds \| 2 baths \| 2,100 sq.ft.	$590,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 4.24% Airbnb Rental Income: $1635 Traditional Rental Income: $3296 Airbnb ROI: 0.39% Traditional ROI: 4.24%
7680 Upper Applegate Jacksonville, OR Located in the scenic Applegate Valley, this 5 acre, fully irrigated rural property offers...	3 beds \| 3 baths \| 2,726 sq.ft.	$575,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 5.67% Airbnb Rental Income: $1635 Traditional Rental Income: $4025 Airbnb ROI: 0.36% Traditional ROI: 5.67%
400 Coyote Run Jacksonville, OR Butterfly Hill is a LEED Silver certified, self-sustainable eco-luxury masterpiece in a ga...	2 beds \| 3 baths \| 2,585 sq.ft.	$1,925,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.54% Airbnb Rental Income: $1137 Traditional Rental Income: $3411 Airbnb ROI: -0.94% Traditional ROI: 0.54%
935 Applegate Street Jacksonville, OR This gem of a property is located only a few minutes from historic downtown Jacksonville, ...	4 beds \| 4 baths \| 4,227 sq.ft.	$1,100,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 4.35% Airbnb Rental Income: $1962 Traditional Rental Income: $6096 Airbnb ROI: -0.2% Traditional ROI: 4.35%
443 Conestoga Drive Jacksonville, OR Situated in the lovely Stagecoach Hills neighborhood, this multi-level residence embodies ...	4 beds \| 3 baths \| 3,277 sq.ft.	$975,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 3.09% Airbnb Rental Income: $1962 Traditional Rental Income: $4460 Airbnb ROI: -0.23% Traditional ROI: 3.09%
75 Anna Laura Road Jacksonville, OR Nestled in the heart of the Applegate, this well-maintained manufactured home offers room ...	3 beds \| 2 baths \| 1,620 sq.ft.	$425,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 5.1% Airbnb Rental Income: $1635 Traditional Rental Income: $2748 Airbnb ROI: 1.14% Traditional ROI: 5.1%
814 Steeple View Jacksonville, OR Impressive 1 level w/great floor plan. Southern exposure + backs up to JACKSONVILLE Trail ...	3 beds \| 3 baths \| 2,554 sq.ft.	$949,808	Airbnb cash on cash: -0.55% Traditional cash on cash: 2.49% Airbnb Rental Income: $1635 Traditional Rental Income: $3861 Airbnb ROI: -0.55% Traditional ROI: 2.49%
500 Mary Ann Drive Jacksonville, OR Discover timeless charm in this stunning Jacksonville Hills home, just minutes from histor...	4 beds \| 3 baths \| 2,379 sq.ft.	$700,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 3.8% Airbnb Rental Income: $1962 Traditional Rental Income: $3697 Airbnb ROI: 0.35% Traditional ROI: 3.8%
5225 Sterling Creek Road Jacksonville, OR Escape to your own private retreat on 6.26 scenic acres just minutes from Historic Jackson...	3 beds \| 3 baths \| 3,117 sq.ft.	$849,500	Airbnb cash on cash: -0.26% Traditional cash on cash: 3.55% Airbnb Rental Income: $1635 Traditional Rental Income: $4189 Airbnb ROI: -0.26% Traditional ROI: 3.55%

Real Estate investment in Jacksonville, OR

There are 35 properties for sale in the city of Jacksonville . The median list price in Jacksonville is $667,155 and the average price per square foot is $237. In June 2026, the average monthly cash on cash return in Jacksonville is 3.00%. The average monthly rental income in Jacksonville is $2,792.

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

There are 35 investment properties available for sale in Jacksonville.

In 2026, the best neighborhood to buy investment property is Jacksonville.

The ROI for Short-Term is higher than the Long-Term in Jacksonville with average rental income of $1,635.

Your search for investment property begins and ends here

Investment Property for Sale in Jacksonville, OR

2365 Eastside Road

Jacksonville, OR

4 beds | 4 baths | 3,737 sq.ft.

$1,200,000

Airbnb cash on cash: -0.25%

Traditional cash on cash: 3.49%

Airbnb Rental Income: $1962

Traditional Rental Income: $5621

Airbnb ROI: -0.25%

Traditional ROI: 3.49%

100 Nunan Street

Jacksonville, OR

3 beds | 3 baths | 2,259 sq.ft.

$775,000

Airbnb cash on cash: -0.19%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $1635

Traditional Rental Income: $3361

Airbnb ROI: -0.19%

Traditional ROI: 2.84%

205 N Oregon Street

Jacksonville, OR

3 beds | 3 baths | 1,570 sq.ft.

$825,000

Airbnb cash on cash: 0.29%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $1635

Traditional Rental Income: $3398

Airbnb ROI: 0.29%

Traditional ROI: 3.18%

1300 Andrews Place

Jacksonville, OR

4 beds | 3 baths | 2,277 sq.ft.

$849,999

Airbnb cash on cash: -0.1%

Traditional cash on cash: 2.92%

Airbnb Rental Income: $1962

Traditional Rental Income: $3835

Airbnb ROI: -0.1%

Traditional ROI: 2.92%

51 Sterling Creek Road

Jacksonville, OR

3 beds | 2 baths | 1,744 sq.ft.

$494,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 4.54%

Airbnb Rental Income: $1635

Traditional Rental Income: $2951

Airbnb ROI: 0.69%

Traditional ROI: 4.54%

155 Morton Way

Jacksonville, OR

5 beds | 3 baths | 5,228 sq.ft.

$1,495,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.59%

Airbnb Rental Income: $null

Traditional Rental Income: $2981

Airbnb ROI: N/A

Traditional ROI: 0.59%

5758 Sterling Creek Road

Jacksonville, OR

3 beds | 1 baths | 1,644 sq.ft.

$875,000

Airbnb cash on cash: -0.07%

Traditional cash on cash: 2.07%

Airbnb Rental Income: $1635

Traditional Rental Income: $2910

Airbnb ROI: -0.07%

Traditional ROI: 2.07%

13719 Highway 238

Jacksonville, OR

4 beds | 2 baths | 3,056 sq.ft.

$985,000

Airbnb cash on cash: -0.04%

Traditional cash on cash: 1.06%

Airbnb Rental Income: $1962

Traditional Rental Income: $2452

Airbnb ROI: -0.04%