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.

Single Family Homes for Sale in Jacksonville, OR

Search for Single Family Residential for Sale in Jacksonville, Oregon. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 30 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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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.	$1,149,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.69% Airbnb Rental Income: $null Traditional Rental Income: $5621 Airbnb ROI: N/A Traditional ROI: 3.69%
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: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $3398 Airbnb ROI: N/A Traditional ROI: 3.18%
1300 Andrews Place Jacksonville, OR Experience breathtaking mountain views from nearly every main living space in this beautif...	4 beds \| 3 baths \| 2,277 sq.ft.	$849,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.92% Airbnb Rental Income: $null Traditional Rental Income: $3835 Airbnb ROI: N/A Traditional ROI: 2.92%
5758 Sterling Creek Road Jacksonville, OR Unique opportunity on 64+ scenic acres w/ EFU zoning, offering exceptional privacy & versa...	3 beds \| 1 baths \| 1,644 sq.ft.	$850,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.15% Airbnb Rental Income: $null Traditional Rental Income: $2910 Airbnb ROI: N/A Traditional ROI: 2.15%
215 S 4th Street Jacksonville, OR A rare offering in the heart of Historic Jacksonville, Tiger Lily Inn blends storybook cha...	3 beds \| 3 baths \| 1,504 sq.ft.	$1,585,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.34% Airbnb Rental Income: $null Traditional Rental Income: $2470 Airbnb ROI: N/A Traditional ROI: 0.34%
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%
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: N/A Traditional cash on cash: 6.32% Airbnb Rental Income: $null Traditional Rental Income: $2796 Airbnb ROI: N/A 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.	$624,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $3826 Airbnb ROI: N/A Traditional ROI: 4.64%
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: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $2787 Airbnb ROI: N/A 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.	$3,995,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.58% Airbnb Rental Income: $null Traditional Rental Income: $8367 Airbnb ROI: N/A Traditional ROI: 0.58%
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: N/A Traditional cash on cash: 3.08% Airbnb Rental Income: $null Traditional Rental Income: $2792 Airbnb ROI: N/A Traditional ROI: 3.08%
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.	$849,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.78% Airbnb Rental Income: $null Traditional Rental Income: $3598 Airbnb ROI: N/A Traditional ROI: 2.78%
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: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $3772 Airbnb ROI: N/A Traditional ROI: 3.59%
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.	$1,094,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.61% Airbnb Rental Income: $null Traditional Rental Income: $4152 Airbnb ROI: N/A Traditional ROI: 2.61%
15 Twin Oaks Road Jacksonville, OR Welcome home to your PRIVATE 2.99 Fully fenced acres! surrounded by local vineyards! This ...	3 beds \| 2 baths \| 1,880 sq.ft.	$584,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $3032 Airbnb ROI: N/A Traditional ROI: 3.76%
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: N/A Traditional cash on cash: 0.28% Airbnb Rental Income: $null Traditional Rental Income: $4266 Airbnb ROI: N/A 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.	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $3296 Airbnb ROI: N/A Traditional ROI: 4.29%
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: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $4025 Airbnb ROI: N/A 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.	$1,700,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.74% Airbnb Rental Income: $null Traditional Rental Income: $3411 Airbnb ROI: N/A Traditional ROI: 0.74%
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: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $6096 Airbnb ROI: N/A 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.	$890,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.45% Airbnb Rental Income: $null Traditional Rental Income: $4460 Airbnb ROI: N/A Traditional ROI: 3.45%
9662 Upper Applegate Road Jacksonville, OR This beautifully remodeled home sits on 9.47 acres (3.2 irrigated from the river) with swe...	3 beds \| 3 baths \| 2,750 sq.ft.	$1,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.22% Airbnb Rental Income: $null Traditional Rental Income: $4169 Airbnb ROI: N/A Traditional ROI: 2.22%
7036 Griffin Ln Jacksonville, OR 7036 Griffin Ln, Jacksonville, OR 97530 \| Single Family Residential	3 beds \| 3 baths \| 2,400 sq.ft.	$1,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.52% Airbnb Rental Income: $null Traditional Rental Income: $3556 Airbnb ROI: N/A Traditional ROI: 0.52%
340 Miner Way Jacksonville, OR Discover this spacious 4-bed, 2-bath home (2,328 sq ft) on a large 8,712 sq ft lot, just a...	4 beds \| 2 baths \| 2,328 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.32% Airbnb Rental Income: $null Traditional Rental Income: $3393 Airbnb ROI: N/A Traditional ROI: 3.32%
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.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.84% Airbnb Rental Income: $null Traditional Rental Income: $3361 Airbnb ROI: N/A Traditional ROI: 2.84%
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: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $2951 Airbnb ROI: N/A 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%
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: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $4189 Airbnb ROI: N/A Traditional ROI: 3.55%
5900 OR-238 Jacksonville, OR Escape to the Country! Just minutes from downtown Jacksonville, on 4.51-acres. This home h...	2 beds \| 2 baths \| 1,263 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $2475 Airbnb ROI: N/A Traditional ROI: 4.81%

Your search for investment property begins and ends here

Single Family Homes for Sale in Jacksonville, OR

2365 Eastside Road

Jacksonville, OR

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

$1,149,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.69%

Airbnb Rental Income: $null

Traditional Rental Income: $5621

Airbnb ROI: N/A

Traditional ROI: 3.69%

205 N Oregon Street

Jacksonville, OR

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

$825,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.18%

Airbnb Rental Income: $null

Traditional Rental Income: $3398

Airbnb ROI: N/A

Traditional ROI: 3.18%

1300 Andrews Place

Jacksonville, OR

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

$849,999

Airbnb cash on cash: N/A

Traditional cash on cash: 2.92%

Airbnb Rental Income: $null

Traditional Rental Income: $3835

Airbnb ROI: N/A

Traditional ROI: 2.92%

5758 Sterling Creek Road

Jacksonville, OR

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

$850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.15%

Airbnb Rental Income: $null

Traditional Rental Income: $2910

Airbnb ROI: N/A

Traditional ROI: 2.15%

215 S 4th Street

Jacksonville, OR

3 beds | 3 baths | 1,504 sq.ft.

$1,585,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.34%

Airbnb Rental Income: $null

Traditional Rental Income: $2470

Airbnb ROI: N/A

Traditional ROI: 0.34%

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%

3361 Little Applegate Road

Jacksonville, OR

2 beds | 2 baths | 1,264 sq.ft.

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.32%

Airbnb Rental Income: $null

Traditional Rental Income: $2796

Airbnb ROI: N/A

Traditional ROI: 6.32%

3375 Little Applegate Road

Jacksonville, OR

4 beds | 4 baths | 2,907 sq.ft.

$624,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.64%

Airbnb Rental Income: $null

Traditional Rental Income: $3826

Airbnb ROI: N/A