Real Estate Investment Properties for Sale in Middletown, CA

Looking for investment property in Middletown, CA with high ROI ?

Explore a variety of short-term homes & houses in Middletown, CA. Invest wisely with VRBO & Middletown, CA 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 Middletown, CA

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
19665 Oat Hill Road Middletown, CA Charming Ranch Home with Expansive Land and Scenic Views! Discover the potential of this 1...	4 beds \| 1 baths \| 1,574 sq.ft.	$779,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 2.72% Airbnb Rental Income: $1611 Traditional Rental Income: $2861 Airbnb ROI: 0.37% Traditional ROI: 2.72%
20511 Santa Barbara Avenue Middletown, CA Charming Country Ranchette Awaits! Welcome to your country retreat, where peaceful ran...	3 beds \| 2 baths \| 1,890 sq.ft.	$669,000	Airbnb cash on cash: 3.73% Traditional cash on cash: 4.03% Airbnb Rental Income: $4446 Traditional Rental Income: $3701 Airbnb ROI: 3.73% Traditional ROI: 4.03%
11415 Seigler Springs North Road Middletown, CA Escape to 5.04 scenic acres! Rarely available, charming cabin w/ mature walnut orchard, am...	3 beds \| 2 baths \| 1,186 sq.ft.	$499,000	Airbnb cash on cash: 5.58% Traditional cash on cash: 3.22% Airbnb Rental Income: $4446 Traditional Rental Income: $2413 Airbnb ROI: 5.58% Traditional ROI: 3.22%
21271 State Highway 175 Middletown, CA Welcome to this beautifully crafted Craftsman-style home, built in 2021 and nestled in the...	5 beds \| 3 baths \| 2,854 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.54% Airbnb Rental Income: $null Traditional Rental Income: $4170 Airbnb ROI: N/A Traditional ROI: 5.54%
15625 June Bug Middletown, CA Sprawling across 6.9 beautiful acres in the heart of Lake County, this stunning 4-bedroom,...	4 beds \| 4 baths \| 3,114 sq.ft.	$789,900	Airbnb cash on cash: -0.33% Traditional cash on cash: 4.53% Airbnb Rental Income: $1611 Traditional Rental Income: $4734 Airbnb ROI: -0.33% Traditional ROI: 4.53%
15350 Mustang Court Middletown, CA Beautiful custom built home offering a 3 bedroom 2 bath home situated just a few minutes a...	3 beds \| 2 baths \| 2,400 sq.ft.	$680,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 4.39% Airbnb Rental Income: $4446 Traditional Rental Income: $4121 Airbnb ROI: 3.44% Traditional ROI: 4.39%
22550 Shady Grove Road Middletown, CA Looking for acreage? Creek? and lots of privacy ? Here you go . This property is as you co...	3 beds \| 1 baths \| 1,734 sq.ft.	$1,340,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 0.75% Airbnb Rental Income: $4446 Traditional Rental Income: $2992 Airbnb ROI: 1.18% Traditional ROI: 0.75%
24019 Hilderbrand Drive Middletown, CA Country Home with additional Thriving Bed & Breakfast Income or Idyllic Family Retreat â...	3 beds \| 2 baths \| 2,490 sq.ft.	$675,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 1% Airbnb Rental Income: $4446 Traditional Rental Income: $1985 Airbnb ROI: 3.43% Traditional ROI: 1%

Real Estate investment in Middletown, CA

There are 8 properties for sale in the city of Middletown . The median list price in Middletown is $677,500 and the average price per square foot is $314. In December 2025, the average monthly cash on cash return in Middletown is 4.00%. The average monthly rental income in Middletown is $3,347.

Middletown, CA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Middletown.

In 2025, the best neighborhood to buy investment property is Middletown.

The ROI for Long-Term is higher than the Short-Term in Middletown with average rental income of $3,347.

Your search for investment property begins and ends here

Investment Property for Sale in Middletown, CA

19665 Oat Hill Road

Middletown, CA

4 beds | 1 baths | 1,574 sq.ft.

$779,000

Airbnb cash on cash: 0.37%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $1611

Traditional Rental Income: $2861

Airbnb ROI: 0.37%

Traditional ROI: 2.72%

20511 Santa Barbara Avenue

Middletown, CA

3 beds | 2 baths | 1,890 sq.ft.

$669,000

Airbnb cash on cash: 3.73%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $4446

Traditional Rental Income: $3701

Airbnb ROI: 3.73%

Traditional ROI: 4.03%

11415 Seigler Springs North Road

Middletown, CA

3 beds | 2 baths | 1,186 sq.ft.

$499,000

Airbnb cash on cash: 5.58%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $4446

Traditional Rental Income: $2413

Airbnb ROI: 5.58%

Traditional ROI: 3.22%

21271 State Highway 175

Middletown, CA

5 beds | 3 baths | 2,854 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.54%

Airbnb Rental Income: $null

Traditional Rental Income: $4170

Airbnb ROI: N/A

Traditional ROI: 5.54%

15625 June Bug

Middletown, CA

4 beds | 4 baths | 3,114 sq.ft.

$789,900

Airbnb cash on cash: -0.33%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $1611

Traditional Rental Income: $4734

Airbnb ROI: -0.33%

Traditional ROI: 4.53%

15350 Mustang Court

Middletown, CA

3 beds | 2 baths | 2,400 sq.ft.

$680,000

Airbnb cash on cash: 3.44%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $4446

Traditional Rental Income: $4121

Airbnb ROI: 3.44%

Traditional ROI: 4.39%

22550 Shady Grove Road

Middletown, CA

3 beds | 1 baths | 1,734 sq.ft.

$1,340,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $4446

Traditional Rental Income: $2992

Airbnb ROI: 1.18%

Traditional ROI: 0.75%

24019 Hilderbrand Drive

Middletown, CA

3 beds | 2 baths | 2,490 sq.ft.

$675,000

Airbnb cash on cash: 3.43%

Traditional cash on cash: 1%

Airbnb Rental Income: $4446

Traditional Rental Income: $1985

Airbnb ROI: 3.43%