Real Estate Investment Properties for Sale in Winchester, CA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
32840 Presidio Hills Lane Winchester, CA Welcome to this meticulously maintained single-story oasis in picturesque French Valley. L...	4 beds \| 2 baths \| 3,120 sq.ft.	$889,991	Airbnb cash on cash: 7.97% Traditional cash on cash: 4.55% Airbnb Rental Income: $10267 Traditional Rental Income: $5534 Airbnb ROI: 7.97% Traditional ROI: 4.55%
36365 Grazia Way Winchester, CA *****VETERANS ABLE TO ASSUME THE VA LOAN AT 5.75%, SUBJECT TO LENDER APPROVAL****** ...	2 beds \| 2 baths \| 1,304 sq.ft.	$485,000	Airbnb cash on cash: 3.69% Traditional cash on cash: 2.45% Airbnb Rental Income: $3806 Traditional Rental Income: $2417 Airbnb ROI: 3.69% Traditional ROI: 2.45%
29462 Marblewood Court Winchester, CA Beautiful 3 bedroom, 2.5 bath home in Winchester, located in the Aspen Pointe Community. O...	3 beds \| 2 baths \| 1,868 sq.ft.	$569,000	Airbnb cash on cash: 7.68% Traditional cash on cash: 4.8% Airbnb Rental Income: $5973 Traditional Rental Income: $3254 Airbnb ROI: 7.68% Traditional ROI: 4.8%
29600 Patterson Avenue Winchester, CA Experience Unmatched Privacy and Breathtaking Views from Every Angle! This one-of-a-kin...	3 beds \| 1 baths \| 2,076 sq.ft.	$895,000	Airbnb cash on cash: 4.29% Traditional cash on cash: 1.96% Airbnb Rental Income: $5973 Traditional Rental Income: $2849 Airbnb ROI: 4.29% Traditional ROI: 1.96%
32935 9th Street Winchester, CA Welcome to Alegre Vida Ranch the perfect place to escape all the hustle and bustle of the ...	2 beds \| 2 baths \| 1,248 sq.ft.	$875,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 2.41% Airbnb Rental Income: $3806 Traditional Rental Income: $2949 Airbnb ROI: 2.45% Traditional ROI: 2.41%
32764 Lambeth Street Winchester, CA Welcome to this stunning two-story home located on a desirable corner lot in Winchester. W...	4 beds \| 3 baths \| 3,119 sq.ft.	$875,000	Airbnb cash on cash: 7.55% Traditional cash on cash: 1.55% Airbnb Rental Income: $10267 Traditional Rental Income: $3474 Airbnb ROI: 7.55% Traditional ROI: 1.55%
35405 Calendula Circle Winchester, CA A MUST SEE! IMMACULATE SINGLE STORY SPOOL HOME in the exclusive Morningstar Ranch. This ST...	4 beds \| 3 baths \| 2,740 sq.ft.	$799,999	Airbnb cash on cash: 9.32% Traditional cash on cash: 3.07% Airbnb Rental Income: $10267 Traditional Rental Income: $3704 Airbnb ROI: 9.32% Traditional ROI: 3.07%
35430 Azalea Circle Winchester, CA This Transitional style home lies in the middle of the quiet and peaceful neighborhood of ...	4 beds \| 3 baths \| 3,170 sq.ft.	$797,777	Airbnb cash on cash: 9.36% Traditional cash on cash: 3.43% Airbnb Rental Income: $10267 Traditional Rental Income: $3955 Airbnb ROI: 9.36% Traditional ROI: 3.43%
30765 Expedition Drive Winchester, CA Welcome home to prestigious Winchester Ridge development. This luxurious home is like new...	3 beds \| 2 baths \| 2,042 sq.ft.	$659,500	Airbnb cash on cash: 5.73% Traditional cash on cash: 3.69% Airbnb Rental Income: $5973 Traditional Rental Income: $3534 Airbnb ROI: 5.73% Traditional ROI: 3.69%
35334 Marabella Court Winchester, CA Temecula School District!! This charming 1611 sq ft detached home features an open layout ...	3 beds \| 2 baths \| 1,611 sq.ft.	$549,900	Airbnb cash on cash: 7.03% Traditional cash on cash: 4.17% Airbnb Rental Income: $5973 Traditional Rental Income: $3319 Airbnb ROI: 7.03% Traditional ROI: 4.17%
31615 Leon Road Winchester, CA Price modification 50k! Over 5 acres of land with views! Home is on a 433A permanent found...	4 beds \| 2 baths \| 1,954 sq.ft.	$999,900	Airbnb cash on cash: 7.69% Traditional cash on cash: 2.55% Airbnb Rental Income: $10267 Traditional Rental Income: $3585 Airbnb ROI: 7.69% Traditional ROI: 2.55%
32906 Sycamore Canyon Lane Winchester, CA Welcome to this beautifully designed 5-bedroom, 3.5-bathroom home, ideally located in Camb...	5 beds \| 4 baths \| 2,925 sq.ft.	$849,000	Airbnb cash on cash: 9.01% Traditional cash on cash: 3.29% Airbnb Rental Income: $10658 Traditional Rental Income: $4171 Airbnb ROI: 9.01% Traditional ROI: 3.29%
31418 Reserve Dr Winchester, CA Nestled in the tranquil beauty of Sutton Ranch, this exquisite Winchester home is a must s...	3 beds \| 2 baths \| 2,599 sq.ft.	$1,129,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 2.25% Airbnb Rental Income: $5973 Traditional Rental Income: $4299 Airbnb ROI: 2.72% Traditional ROI: 2.25%
34250 Olive Avenue Winchester, CA Welcome to 34250 Olive Ave, located in the THRIVING City of Winchester, Ca. This incredibl...	5 beds \| 3 baths \| 1,800 sq.ft.	$8,499,989	Airbnb cash on cash: -0.66% Traditional cash on cash: -1.28% Airbnb Rental Income: $10658 Traditional Rental Income: $3850 Airbnb ROI: -0.66% Traditional ROI: -1.28%
30593 Ridgecrest Rd Winchester, CA New Winchester Ridge Community. Quick Move-In! From the covered entry porch to the entry y...	5 beds \| 4 baths \| 2,844 sq.ft.	$760,000	Airbnb cash on cash: 9.68% Traditional cash on cash: 3.73% Airbnb Rental Income: $10658 Traditional Rental Income: $4480 Airbnb ROI: 9.68% Traditional ROI: 3.73%
30542 Greenfield Dr. Winchester, CA Single story community located right off of Domenigoni parkway, quick access to the shops ...	3 beds \| 2 baths \| 1,688 sq.ft.	$591,990	Airbnb cash on cash: 6.74% Traditional cash on cash: 3.98% Airbnb Rental Income: $5973 Traditional Rental Income: $3261 Airbnb ROI: 6.74% Traditional ROI: 3.98%
30563 Greenfield Dr. Winchester, CA Single story community located right off of Domenigoni parkway, quick access to the shops ...	3 beds \| 2 baths \| 1,688 sq.ft.	$585,990	Airbnb cash on cash: 6.83% Traditional cash on cash: 3.86% Airbnb Rental Income: $5973 Traditional Rental Income: $3165 Airbnb ROI: 6.83% Traditional ROI: 3.86%
32588 Crystal Cove Court Winchester, CA MLS#EV24142227 REPRESENTATIVE PHOTOS ADDED. November Completion! Welcome to Plan 1 at Cou...	3 beds \| 2 baths \| 1,846 sq.ft.	$499,990	Airbnb cash on cash: 7.95% Traditional cash on cash: 5.05% Airbnb Rental Income: $5973 Traditional Rental Income: $3430 Airbnb ROI: 7.95% Traditional ROI: 5.05%
30612 Greenfield Dr. Winchester, CA Single story community located right off of Domenigoni parkway, quick access to the shops ...	3 beds \| 2 baths \| 1,850 sq.ft.	$603,990	Airbnb cash on cash: 6.57% Traditional cash on cash: 3.64% Airbnb Rental Income: $5973 Traditional Rental Income: $3134 Airbnb ROI: 6.57% Traditional ROI: 3.64%
29292 Citrus Glen Drive Winchester, CA Single story community located right off of Domenigoni parkway, quick access to the shops ...	3 beds \| 2 baths \| 1,850 sq.ft.	$606,990	Airbnb cash on cash: 6.53% Traditional cash on cash: 3.89% Airbnb Rental Income: $5973 Traditional Rental Income: $3290 Airbnb ROI: 6.53% Traditional ROI: 3.89%
28550 Shady Tree Lane Winchester, CA *POTENTIAL, POTENTIAL, POTENTIAL* Excellent opportunity to own a large property in Win...	2 beds \| 2 baths \| 1,640 sq.ft.	$594,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 4.01% Airbnb Rental Income: $3806 Traditional Rental Income: $3100 Airbnb ROI: 3.8% Traditional ROI: 4.01%
35211 Mahogany Glen Drive Winchester, CA **PRICE REDUCTION****Entertainers Dream, Luxury Living at its Finest! Look no further ...	5 beds \| 4 baths \| 4,157 sq.ft.	$990,000	Airbnb cash on cash: 7.43% Traditional cash on cash: 3.69% Airbnb Rental Income: $10658 Traditional Rental Income: $5245 Airbnb ROI: 7.43% Traditional ROI: 3.69%
28455 Matador Road Winchester, CA NEW CONSTRUCTION in Winchester - QUICK MOVE-IN & SOLAR INCLUDED!! - Welcome to Pradera Pla...	3 beds \| 2 baths \| 1,575 sq.ft.	$534,990	Airbnb cash on cash: 7.37% Traditional cash on cash: 4.34% Airbnb Rental Income: $5973 Traditional Rental Income: $3276 Airbnb ROI: 7.37% Traditional ROI: 4.34%
28395 Matador Road Winchester, CA NEW CONSTRUCTION in Winchester - QUICK MOVE-IN & SOLAR INCLUDED - welcome to Pradera Place...	3 beds \| 2 baths \| 1,575 sq.ft.	$529,990	Airbnb cash on cash: 7.45% Traditional cash on cash: 4.4% Airbnb Rental Income: $5973 Traditional Rental Income: $3276 Airbnb ROI: 7.45% Traditional ROI: 4.4%
29316 Redheart Court Winchester, CA Welcome to this wonderful newer home in the Aspen Pointe Community! Nestled in a desirable...	3 beds \| 2 baths \| 1,575 sq.ft.	$559,900	Airbnb cash on cash: 6.8% Traditional cash on cash: 3.19% Airbnb Rental Income: $5973 Traditional Rental Income: $2897 Airbnb ROI: 6.8% Traditional ROI: 3.19%
32591 MANHATTAN Avenue Winchester, CA MLS#EV24185732 REPRESENTATIVE PHOTOS ADDED. December Completion! Plan 2 provides the ideal...	3 beds \| 2 baths \| 1,695 sq.ft.	$485,385	Airbnb cash on cash: 7.97% Traditional cash on cash: 4.02% Airbnb Rental Income: $5973 Traditional Rental Income: $2996 Airbnb ROI: 7.97% Traditional ROI: 4.02%
32642 Crystal Cove Court Winchester, CA MLS#EV24189205 REPRESENTATIVE PHOTOS ADDED. January Completion! Welcome to Plan 1 at Cour...	3 beds \| 2 baths \| 1,846 sq.ft.	$501,990	Airbnb cash on cash: 7.92% Traditional cash on cash: 4.31% Airbnb Rental Income: $5973 Traditional Rental Income: $3097 Airbnb ROI: 7.92% Traditional ROI: 4.31%
29570 Boone Court Winchester, CA Discover the perfect blend of comfort and style in Plan 1 at Luminary. This charming, thre...	3 beds \| 2 baths \| 1,569 sq.ft.	$545,351	Airbnb cash on cash: 7.97% Traditional cash on cash: 4.84% Airbnb Rental Income: $5973 Traditional Rental Income: $3191 Airbnb ROI: 7.97% Traditional ROI: 4.84%
35398 Marabella Court Winchester, CA Stunning detached condominium with solar lives like single family home with fabulous ameni...	3 beds \| 2 baths \| 1,925 sq.ft.	$529,999	Airbnb cash on cash: 7% Traditional cash on cash: 4.49% Airbnb Rental Income: $5973 Traditional Rental Income: $3547 Airbnb ROI: 7% Traditional ROI: 4.49%
29350 Cosgrove Street Winchester, CA Plan 5 at Opal Skye is a charming two-story home that offers the perfect amount of space f...	3 beds \| 2 baths \| 1,882 sq.ft.	$520,000	Airbnb cash on cash: 7.55% Traditional cash on cash: 4.97% Airbnb Rental Income: $5973 Traditional Rental Income: $3535 Airbnb ROI: 7.55% Traditional ROI: 4.97%
31082 Water Beech Drive Winchester, CA NEW CONSTRUCTION in Winchester - NO HOA! This 1,352-sf single-story home with a Tuscan ins...	3 beds \| 2 baths \| 1,352 sq.ft.	$559,990	Airbnb cash on cash: 7.22% Traditional cash on cash: 4.12% Airbnb Rental Income: $5973 Traditional Rental Income: $3169 Airbnb ROI: 7.22% Traditional ROI: 4.12%
32740 Cherokee Rose Street Winchester, CA Welcome to Morningstar Ranch II! Prepare to fall in love with this stunning 5-bedroom, 3.5...	5 beds \| 4 baths \| 3,369 sq.ft.	$900,000	Airbnb cash on cash: 8.04% Traditional cash on cash: 4.04% Airbnb Rental Income: $10658 Traditional Rental Income: $5337 Airbnb ROI: 8.04% Traditional ROI: 4.04%
28515 Matador Road Winchester, CA NEW CONSTRUCTION in Winchester - SOLAR INCLUDED!! - Welcome to Pradera Place! This 1,575-s...	3 beds \| 2 baths \| 1,575 sq.ft.	$524,990	Airbnb cash on cash: 7.54% Traditional cash on cash: 4.46% Airbnb Rental Income: $5973 Traditional Rental Income: $3276 Airbnb ROI: 7.54% Traditional ROI: 4.46%
28492 Matador Road Winchester, CA NEW CONSTRUCTION in Winchester - SOLAR INCLUDED!! - Welcome to Pradera Place! This 1,575-s...	3 beds \| 2 baths \| 1,575 sq.ft.	$539,990	Airbnb cash on cash: 7.29% Traditional cash on cash: 4.29% Airbnb Rental Income: $5973 Traditional Rental Income: $3276 Airbnb ROI: 7.29% Traditional ROI: 4.29%
28289 Coolingreen Court Winchester, CA Single story community located right off of Domenigoni parkway, quick access to the shops ...	3 beds \| 2 baths \| 1,688 sq.ft.	$598,458	Airbnb cash on cash: 6.65% Traditional cash on cash: 3.91% Airbnb Rental Income: $5973 Traditional Rental Income: $3261 Airbnb ROI: 6.65% Traditional ROI: 3.91%
29268 Coolingreen Court Winchester, CA Single story community located right off of Domenigoni Parkway, quick access to the shops ...	3 beds \| 2 baths \| 1,850 sq.ft.	$625,990	Airbnb cash on cash: 6.89% Traditional cash on cash: 4.48% Airbnb Rental Income: $5973 Traditional Rental Income: $3381 Airbnb ROI: 6.89% Traditional ROI: 4.48%
35408 Daffodil Circle Winchester, CA Nice single story pool/spa home with 4 bedrooms and 3 full baths! Kitchen has oversized ne...	4 beds \| 3 baths \| 2,740 sq.ft.	$759,000	Airbnb cash on cash: 9.65% Traditional cash on cash: 3.28% Airbnb Rental Income: $10267 Traditional Rental Income: $3864 Airbnb ROI: 9.65% Traditional ROI: 3.28%

Real Estate investment in Winchester, CA

There are 88 properties for sale in the city of Winchester . The median list price in Winchester is $593,995 and the average price per square foot is $294. In December 2024, the average monthly cash on cash return in Winchester is 4.00%. The average monthly rental income in Winchester is $3,392.

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

There are 88 investment properties available for sale in Winchester.

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

The ROI for Short-Term is higher than the Long-Term in Winchester with average rental income of $10,267.

Your search for investment property begins and ends here

Investment Property for Sale in Winchester, CA

32840 Presidio Hills Lane

Winchester, CA

4 beds | 2 baths | 3,120 sq.ft.

$889,991

Airbnb cash on cash: 7.97%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $10267

Traditional Rental Income: $5534

Airbnb ROI: 7.97%

Traditional ROI: 4.55%

36365 Grazia Way

Winchester, CA

2 beds | 2 baths | 1,304 sq.ft.

$485,000

Airbnb cash on cash: 3.69%

Traditional cash on cash: 2.45%

Airbnb Rental Income: $3806

Traditional Rental Income: $2417

Airbnb ROI: 3.69%

Traditional ROI: 2.45%

29462 Marblewood Court

Winchester, CA

3 beds | 2 baths | 1,868 sq.ft.

$569,000

Airbnb cash on cash: 7.68%

Traditional cash on cash: 4.8%

Airbnb Rental Income: $5973

Traditional Rental Income: $3254

Airbnb ROI: 7.68%

Traditional ROI: 4.8%

29600 Patterson Avenue

Winchester, CA

3 beds | 1 baths | 2,076 sq.ft.

$895,000

Airbnb cash on cash: 4.29%

Traditional cash on cash: 1.96%

Airbnb Rental Income: $5973

Traditional Rental Income: $2849

Airbnb ROI: 4.29%

Traditional ROI: 1.96%

32935 9th Street

Winchester, CA

2 beds | 2 baths | 1,248 sq.ft.

$875,000

Airbnb cash on cash: 2.45%

Traditional cash on cash: 2.41%

Airbnb Rental Income: $3806

Traditional Rental Income: $2949

Airbnb ROI: 2.45%

Traditional ROI: 2.41%

32764 Lambeth Street

Winchester, CA

4 beds | 3 baths | 3,119 sq.ft.

$875,000

Airbnb cash on cash: 7.55%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $10267

Traditional Rental Income: $3474

Airbnb ROI: 7.55%

Traditional ROI: 1.55%

35405 Calendula Circle

Winchester, CA

4 beds | 3 baths | 2,740 sq.ft.

$799,999

Airbnb cash on cash: 9.32%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $10267

Traditional Rental Income: $3704

Airbnb ROI: 9.32%

Traditional ROI: 3.07%

35430 Azalea Circle

Winchester, CA

4 beds | 3 baths | 3,170 sq.ft.

$797,777

Airbnb cash on cash: 9.36%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $10267

Traditional Rental Income: $3955

Airbnb ROI: 9.36%