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
1050 Humbug Creek Road Jacksonville, OR Discover the perfect blend of luxury and country living in this stunning custom-built home...	3 beds \| 2 baths \| 2,050 sq.ft.	$729,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.05% Airbnb Rental Income: $1161 Traditional Rental Income: $3160 Airbnb ROI: -0.45% Traditional ROI: 3.05%
9511 Sterling Creek Road Jacksonville, OR Welcome to 9511 Sterling Creek! A beautifully built log home in the hills above Jacksonvil...	3 beds \| 3 baths \| 2,446 sq.ft.	$850,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 2.95% Airbnb Rental Income: $1161 Traditional Rental Income: $3795 Airbnb ROI: -0.86% Traditional ROI: 2.95%
5343 Upper Applegate Road Jacksonville, OR Riverfront Retreat in the Heart of the Applegate Valley! Over 1,000 ft of Applegate River ...	3 beds \| 4 baths \| 2,791 sq.ft.	$1,158,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 2.51% Airbnb Rental Income: $1161 Traditional Rental Income: $4611 Airbnb ROI: -1.05% Traditional ROI: 2.51%
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.	$1,599,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.48% Airbnb Rental Income: $null Traditional Rental Income: $2981 Airbnb ROI: N/A Traditional ROI: 0.48%
930 Granite Ridge Circle Jacksonville, OR Gorgeous Northwest Craftsman showcasing impeccable attention to detail for the most discer...	5 beds \| 4 baths \| 4,275 sq.ft.	$1,450,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.85% Airbnb Rental Income: $null Traditional Rental Income: $6069 Airbnb ROI: N/A Traditional ROI: 2.85%
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.	$998,808	Airbnb cash on cash: N/A Traditional cash on cash: 1.03% Airbnb Rental Income: $null Traditional Rental Income: $2452 Airbnb ROI: N/A Traditional ROI: 1.03%
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%
415 E C Street Jacksonville, OR Location, Location Location! Discover this rare piece of Southern Oregon history in this N...	3 beds \| 1 baths \| 1,021 sq.ft.	$549,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 1.4% Airbnb Rental Income: $1161 Traditional Rental Income: $1535 Airbnb ROI: -0.08% Traditional ROI: 1.4%
110 McCully Lane Jacksonville, OR Impeccably maintained single-owner townhome with nearby walking paths to parks, restaurant...	2 beds \| 3 baths \| 1,372 sq.ft.	$375,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 5.55% Airbnb Rental Income: $1127 Traditional Rental Income: $2825 Airbnb ROI: -0.35% Traditional ROI: 5.55%
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: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $3826 Airbnb ROI: N/A Traditional ROI: 4.42%
443 Conestoga Circle Jacksonville, OR Situated in the lovely Stagecoach Hills neighborhood, this multi-level residence embodies ...	4 beds \| 3 baths \| 3,277 sq.ft.	$1,000,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $4473 Airbnb ROI: N/A Traditional ROI: 2.98%
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: -0.01% Traditional cash on cash: 4.92% Airbnb Rental Income: $1161 Traditional Rental Income: $2787 Airbnb ROI: -0.01% Traditional ROI: 4.92%
321 Pair A Dice Ranch Road Jacksonville, OR A true masterpiece in Southern Oregon, offered for the first time, this extraordinary Medi...	4 beds \| 6 baths \| 9,904 sq.ft.	$4,700,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.34% Airbnb Rental Income: $null Traditional Rental Income: $8367 Airbnb ROI: N/A Traditional ROI: 0.34%
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: -1.11% Traditional cash on cash: 0.72% Airbnb Rental Income: $604 Traditional Rental Income: $788 Airbnb ROI: -1.11% Traditional ROI: 0.72%
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: -1.11% Traditional cash on cash: 0.72% Airbnb Rental Income: $604 Traditional Rental Income: $788 Airbnb ROI: -1.11% Traditional ROI: 0.72%
3715 Little Applegate Road Jacksonville, OR SOLD AS A PACKAGE WITH 3375 Little Applegate Rd for a discounted price of $1,490,000! This...	4 beds \| 4 baths \| 1,080 sq.ft.	$1,490,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.06% Airbnb Rental Income: $null Traditional Rental Income: $2408 Airbnb ROI: N/A Traditional ROI: -0.06%
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.	$899,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 2.57% Airbnb Rental Income: $1161 Traditional Rental Income: $3598 Airbnb ROI: -0.8% Traditional ROI: 2.57%
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: -0.29% Traditional cash on cash: 3.27% Airbnb Rental Income: $604 Traditional Rental Income: $789 Airbnb ROI: -0.29% Traditional ROI: 3.27%
1584 Yale Creek Road Jacksonville, OR Location, location, location! If you're wanting to get lost in the woods in a cozy propert...	2 beds \| 2 baths \| 1,736 sq.ft.	$429,900	Airbnb cash on cash: -0.37% Traditional cash on cash: 4.56% Airbnb Rental Income: $1127 Traditional Rental Income: $2735 Airbnb ROI: -0.37% Traditional ROI: 4.56%
6333 Sterling Creek Road Jacksonville, OR Seller motivated--bring your offers! Incredible deal on this private country retreat featu...	3 beds \| 2 baths \| 2,205 sq.ft.	$550,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 4.97% Airbnb Rental Income: $1161 Traditional Rental Income: $3494 Airbnb ROI: -0.32% Traditional ROI: 4.97%
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: 0.15% Traditional cash on cash: 5.1% Airbnb Rental Income: $1161 Traditional Rental Income: $2748 Airbnb ROI: 0.15% Traditional ROI: 5.1%
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: -1.11% Traditional cash on cash: 0.64% Airbnb Rental Income: $604 Traditional Rental Income: $768 Airbnb ROI: -1.11% Traditional ROI: 0.64%
300 Shafer Lane #I-2 Jacksonville, OR Back on the Market- at No Fault of the property! Price reduced for quick sale. Lovely 2 be...	2 beds \| 2 baths \| 984 sq.ft.	$259,900	Airbnb cash on cash: 1.06% Traditional cash on cash: 7.08% Airbnb Rental Income: $1127 Traditional Rental Income: $2225 Airbnb ROI: 1.06% Traditional ROI: 7.08%
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.	$765,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 3.53% Airbnb Rental Income: $1161 Traditional Rental Income: $3772 Airbnb ROI: -0.67% Traditional ROI: 3.53%
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.	$629,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $3806 Airbnb ROI: N/A Traditional ROI: 4.73%
814 Steeple View Jacksonville, OR First time on the market, impressive 1 level w/great floor plan. Minutes to downtown Jacks...	3 beds \| 3 baths \| 2,554 sq.ft.	$998,808	Airbnb cash on cash: -1% Traditional cash on cash: 2.32% Airbnb Rental Income: $1161 Traditional Rental Income: $3861 Airbnb ROI: -1% Traditional ROI: 2.32%
145 Lomas Road Jacksonville, OR Discover your private oasis on 17 wooded acres. 3 spacious bedrooms & 4 full bathrooms. En...	3 beds \| 4 baths \| 2,743 sq.ft.	$1,169,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 2.38% Airbnb Rental Income: $1161 Traditional Rental Income: $4152 Airbnb ROI: -0.73% Traditional ROI: 2.38%
645 S 5th Jacksonville, OR BEST DEAL IN JACKSONVILLE!! WALKING DISTANCE TO DOWNTOWN JVILLE!! Charming Home in Beautif...	3 beds \| 2 baths \| 1,826 sq.ft.	$525,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 3.94% Airbnb Rental Income: $1161 Traditional Rental Income: $2814 Airbnb ROI: -0.21% Traditional ROI: 3.94%
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.	$735,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.58% Airbnb Rental Income: $null Traditional Rental Income: $3697 Airbnb ROI: N/A Traditional ROI: 3.58%
15 Twin Oaks Road Jacksonville, OR 2.99 Fully fenced acres! Just 20 minutes to beautiful Applegate lake, 1/2 mile from Cantra...	3 beds \| 2 baths \| 1,880 sq.ft.	$595,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.68% Airbnb Rental Income: $1161 Traditional Rental Income: $3032 Airbnb ROI: -0.38% Traditional ROI: 3.68%
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.	$2,490,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.22% Airbnb Rental Income: $null Traditional Rental Income: $4266 Airbnb ROI: N/A Traditional ROI: 0.22%
5225 Sterling Creek Road Jacksonville, OR Private rural retreat on 6.26 scenic acres. Provides privacy with convenient access to His...	3 beds \| 3 baths \| 3,117 sq.ft.	$868,500	Airbnb cash on cash: -0.77% Traditional cash on cash: 3.45% Airbnb Rental Income: $1161 Traditional Rental Income: $4189 Airbnb ROI: -0.77% Traditional ROI: 3.45%
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.	$600,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 4.19% Airbnb Rental Income: $1161 Traditional Rental Income: $3296 Airbnb ROI: -0.3% Traditional ROI: 4.19%
100 Nunan Street Jacksonville, OR Timeless elegance meets historic charm in the heart of Jacksonville's coveted Nunan Square...	3 beds \| 3 baths \| 2,259 sq.ft.	$825,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 2.61% Airbnb Rental Income: $1161 Traditional Rental Income: $3361 Airbnb ROI: -0.75% Traditional ROI: 2.61%
51 Sterling Creek Road Jacksonville, OR Open House Saturday April 4 12 PM-2 PM! Sweet semi-rural setting just minutes from downtow...	3 beds \| 2 baths \| 1,744 sq.ft.	$499,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 4.49% Airbnb Rental Income: $1161 Traditional Rental Income: $2951 Airbnb ROI: -0.17% Traditional ROI: 4.49%
425 S 1st Street Jacksonville, OR Tucked at the end of a quiet lane in Jacksonville's historic district and set on a spaciou...	3 beds \| 2 baths \| 2,239 sq.ft.	$849,808	Airbnb cash on cash: -0.65% Traditional cash on cash: 1.23% Airbnb Rental Income: $1161 Traditional Rental Income: $2267 Airbnb ROI: -0.65% Traditional ROI: 1.23%
7813 Upper Applegate Road Jacksonville, OR Luxurious Pagnini Custom Home on the Applegate River. Situated Far from the Road for Optim...	3 beds \| 4 baths \| 3,218 sq.ft.	$850,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 2.9% Airbnb Rental Income: $1161 Traditional Rental Income: $3833 Airbnb ROI: -0.96% Traditional ROI: 2.9%
855 Wells Fargo Loop Jacksonville, OR Tucked behind an elegant, gated entryway this exquisite private estate is surrounded by th...	4 beds \| 3 baths \| 4,689 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $4432 Airbnb ROI: N/A Traditional ROI: 1.98%
465 S 3rd Street Jacksonville, OR JACKSONVILLE LIFESTYLE & VALUE-ADD POTENTIAL! Welcome to the heart of historic Jacksonvill...	2 beds \| 2 baths \| 1,014 sq.ft.	$450,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.84% Airbnb Rental Income: $1127 Traditional Rental Income: $2412 Airbnb ROI: -0.11% Traditional ROI: 3.84%
395 Autumn Lane Jacksonville, OR Rare opportunity just 0.25 mi to downtown Jacksonville! This 4,550 SF home offers 5 beds \|...	5 beds \| 4 baths \| 4,550 sq.ft.	$1,399,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.04% Airbnb Rental Income: $null Traditional Rental Income: $6348 Airbnb ROI: N/A Traditional ROI: 3.04%

Real Estate investment in Jacksonville, OR

There are 40 properties for sale in the city of Jacksonville . The median list price in Jacksonville is $735,000 and the average price per square foot is $262. In April 2026, the average monthly cash on cash return in Jacksonville is 3.00%. The average monthly rental income in Jacksonville is $2,787.

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

There are 40 investment properties available for sale in Jacksonville.

In 2026, 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 $2,787.

Your search for investment property begins and ends here

Investment Property for Sale in Jacksonville, OR

1050 Humbug Creek Road

Jacksonville, OR

3 beds | 2 baths | 2,050 sq.ft.

$729,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1161

Traditional Rental Income: $3160

Airbnb ROI: -0.45%

Traditional ROI: 3.05%

9511 Sterling Creek Road

Jacksonville, OR

3 beds | 3 baths | 2,446 sq.ft.

$850,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $1161

Traditional Rental Income: $3795

Airbnb ROI: -0.86%

Traditional ROI: 2.95%

5343 Upper Applegate Road

Jacksonville, OR

3 beds | 4 baths | 2,791 sq.ft.

$1,158,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1161

Traditional Rental Income: $4611

Airbnb ROI: -1.05%

Traditional ROI: 2.51%

155 Morton Way

Jacksonville, OR

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

$1,599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2981

Airbnb ROI: N/A

Traditional ROI: 0.48%

930 Granite Ridge Circle

Jacksonville, OR

5 beds | 4 baths | 4,275 sq.ft.

$1,450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.85%

Airbnb Rental Income: $null

Traditional Rental Income: $6069

Airbnb ROI: N/A

Traditional ROI: 2.85%

13719 Highway 238

Jacksonville, OR

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

$998,808

Airbnb cash on cash: N/A

Traditional cash on cash: 1.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2452

Airbnb ROI: N/A

Traditional ROI: 1.03%

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%

415 E C Street

Jacksonville, OR

3 beds | 1 baths | 1,021 sq.ft.

$549,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $1161

Traditional Rental Income: $1535

Airbnb ROI: -0.08%