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.

Single Family Homes for Sale in Winchester, CA

Search for Single Family Residential for Sale in Winchester, California. 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 132 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
34259 Aspen Alley Winchester, CA Beautiful single-story home in French Valley. Close to award winning schools, family frien...	3 beds \| 2 baths \| 1,882 sq.ft.	$664,990	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.21% Airbnb Rental Income: $2373 Traditional Rental Income: $3174 Airbnb ROI: 0.98% Traditional ROI: 3.21%
34253 Aspen Alley Winchester, CA Beautiful Bordeaux community 2-story home in French Valley. Close to award winning schools...	3 beds \| 2 baths \| 2,198 sq.ft.	$680,990	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.38% Airbnb Rental Income: $2373 Traditional Rental Income: $3354 Airbnb ROI: 0.92% Traditional ROI: 3.38%
34254 Slough Road Winchester, CA Beautiful single-story home in French Valley. Close to award winning schools, family frien...	3 beds \| 2 baths \| 1,882 sq.ft.	$639,990	Airbnb cash on cash: 1.08% Traditional cash on cash: 3.83% Airbnb Rental Income: $2373 Traditional Rental Income: $3427 Airbnb ROI: 1.08% Traditional ROI: 3.83%
31832 Granville Drive Winchester, CA Motivated Sellers! Donât Miss This French Valley Gem! Welcome to this charming single-...	3 beds \| 2 baths \| 1,509 sq.ft.	$585,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 4.34% Airbnb Rental Income: $2373 Traditional Rental Income: $3294 Airbnb ROI: 1.59% Traditional ROI: 4.34%
32675 Asbury Street Winchester, CA 100% USDA RURAL LOAN FINANCING MAY BE POSSIBLE! There are TWO Master Suites in this Beaut...	3 beds \| 3 baths \| 1,799 sq.ft.	$599,999	Airbnb cash on cash: 1.69% Traditional cash on cash: 4.73% Airbnb Rental Income: $2373 Traditional Rental Income: $3488 Airbnb ROI: 1.69% Traditional ROI: 4.73%
32590 Caden Court Winchester, CA A Rare and Spectacular Winchester Find! Opportunities in this tightly held, highly coveted...	4 beds \| 3 baths \| 2,890 sq.ft.	$690,000	Airbnb cash on cash: 2.64% Traditional cash on cash: 4.03% Airbnb Rental Income: $3701 Traditional Rental Income: $3791 Airbnb ROI: 2.64% Traditional ROI: 4.03%
31565 Hamburg Circle Winchester, CA Welcome to this beautifully maintained and thoughtfully updated single-story Winchester ho...	4 beds \| 2 baths \| 1,704 sq.ft.	$619,900	Airbnb cash on cash: 3.21% Traditional cash on cash: 4.34% Airbnb Rental Income: $3701 Traditional Rental Income: $3549 Airbnb ROI: 3.21% Traditional ROI: 4.34%
35612 Loggins Court Winchester, CA Welcome to 35612 Loggins Court, where space, style, and comfort come together in one of Wi...	4 beds \| 3 baths \| 2,786 sq.ft.	$650,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 4.31% Airbnb Rental Income: $3701 Traditional Rental Income: $3868 Airbnb ROI: 2.71% Traditional ROI: 4.31%
35342 Marabella Court Winchester, CA Welcome to this beautifully maintained 3 bedroom, 2.5 bathroom home located in a desirable...	3 beds \| 2 baths \| 1,925 sq.ft.	$564,999	Airbnb cash on cash: 2.03% Traditional cash on cash: 4.36% Airbnb Rental Income: $2373 Traditional Rental Income: $3016 Airbnb ROI: 2.03% Traditional ROI: 4.36%
31481 Darlington Oak Drive Winchester, CA Welcome to 31481 Darlington Oak Drive, a beautifully upgraded single story home offering 3...	3 beds \| 2 baths \| 1,691 sq.ft.	$649,994	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.35% Airbnb Rental Income: $2373 Traditional Rental Income: $3226 Airbnb ROI: 0.98% Traditional ROI: 3.35%
33108 Toledo Bend Court Winchester, CA Beautifully maintained 2022-built home at the end of a quiet Winchester cul-de-sac, set on...	4 beds \| 3 baths \| 2,590 sq.ft.	$735,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 3.53% Airbnb Rental Income: $3701 Traditional Rental Income: $3713 Airbnb ROI: 2.33% Traditional ROI: 3.53%
33143 Big Range Drive Winchester, CA Back on market through no fault of the property. Seller withdrew the home from the market ...	4 beds \| 3 baths \| 2,273 sq.ft.	$579,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 3.81% Airbnb Rental Income: $3701 Traditional Rental Income: $3191 Airbnb ROI: 3.27% Traditional ROI: 3.81%
30913 Viper Court Winchester, CA Welcome to this beautifully upgraded 2023-built smart home, where modern design, energy ef...	4 beds \| 2 baths \| 1,835 sq.ft.	$569,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 3.93% Airbnb Rental Income: $3701 Traditional Rental Income: $3247 Airbnb ROI: 3.27% Traditional ROI: 3.93%
31615 Leon Road Winchester, CA Opportunity awaits! 5.37 acres of usable land with A-1-5 Light Agriculture zoning! This ve...	4 beds \| 2 baths \| 1,954 sq.ft.	$799,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 3.43% Airbnb Rental Income: $3701 Traditional Rental Income: $3585 Airbnb ROI: 2.5% Traditional ROI: 3.43%
31324 Scrub Jay Rd. Winchester, CA Shopping new construction in Winchester? Check out this move-in-ready 2024 built home, wit...	4 beds \| 3 baths \| 2,239 sq.ft.	$629,000	Airbnb cash on cash: 3.64% Traditional cash on cash: 4.87% Airbnb Rental Income: $3701 Traditional Rental Income: $3613 Airbnb ROI: 3.64% Traditional ROI: 4.87%
30780 Impala Court Winchester, CA Beautifully Upgraded Winchester home located in the desirable Pradera Place community, off...	4 beds \| 2 baths \| 1,774 sq.ft.	$565,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 3.77% Airbnb Rental Income: $3701 Traditional Rental Income: $3145 Airbnb ROI: 3.3% Traditional ROI: 3.77%
34782 Grotto Hills Drive Winchester, CA Welcome to 34782 Grotto Hills Drive in the highly sought after Whispering Heights communit...	4 beds \| 3 baths \| 3,212 sq.ft.	$785,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 2.68% Airbnb Rental Income: $3701 Traditional Rental Income: $3741 Airbnb ROI: 1.53% Traditional ROI: 2.68%
30756 Impala Court Winchester, CA Welcome to your new home in the highly desirable Pradera Place community in the heart of W...	3 beds \| 2 baths \| 1,375 sq.ft.	$529,999	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.26% Airbnb Rental Income: $2373 Traditional Rental Income: $2717 Airbnb ROI: 1.38% Traditional ROI: 3.26%
31214 Linden Flower Road Winchester, CA Welcome to this turnkey 4-bedroom (possible 5th bedroom) home with an in-law suite, locate...	4 beds \| 3 baths \| 2,612 sq.ft.	$694,999	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.01% Airbnb Rental Income: $3701 Traditional Rental Income: $3773 Airbnb ROI: 1.66% Traditional ROI: 3.01%
28395 Matador Road Winchester, CA * ASSUMABLE LOAN* Welcome to Paradera Place community of Winchester! An opportunity to...	3 beds \| 2 baths \| 1,567 sq.ft.	$555,000	Airbnb cash on cash: 1.26% Traditional cash on cash: 4.13% Airbnb Rental Income: $2373 Traditional Rental Income: $3276 Airbnb ROI: 1.26% Traditional ROI: 4.13%
32593 Cumulus Lane Winchester, CA Stop scrolling. This is the one. 32593 Cumulus Ln in Winchester, CA 92596 is not just a...	4 beds \| 3 baths \| 2,239 sq.ft.	$699,500	Airbnb cash on cash: 1.85% Traditional cash on cash: 3.12% Airbnb Rental Income: $3701 Traditional Rental Income: $3722 Airbnb ROI: 1.85% Traditional ROI: 3.12%
29550 Woodcreek Trail Winchester, CA Welcome to this energy-efficient 4-bedroom, 3-bath home with everything youâve been look...	4 beds \| 3 baths \| 2,722 sq.ft.	$610,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 3.73% Airbnb Rental Income: $3701 Traditional Rental Income: $3797 Airbnb ROI: 2.14% Traditional ROI: 3.73%
29554 Bisbee Court Winchester, CA Welcome to 29554 Bisbee Court a beautiful home tucked away in a quiet Winchester cul-de-sa...	4 beds \| 3 baths \| 2,591 sq.ft.	$630,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 3.54% Airbnb Rental Income: $3701 Traditional Rental Income: $3619 Airbnb ROI: 2.31% Traditional ROI: 3.54%
35160 Mahogany Glen Drive Winchester, CA NEW PRICEâDONâT MISS THIS OPPORTUNITY IN MORNINGSTAR RANCH II! If youâve been watchi...	4 beds \| 3 baths \| 3,810 sq.ft.	$765,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 5.25% Airbnb Rental Income: $3701 Traditional Rental Income: $5427 Airbnb ROI: 1.7% Traditional ROI: 5.25%
31820 Gimbal Winchester, CA SO GREAT TO COME HOME TO! Welcome to this stunning, newly built smart home featuring 3 be...	3 beds \| 2 baths \| 1,677 sq.ft.	$575,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.19% Airbnb Rental Income: $2373 Traditional Rental Income: $3252 Airbnb ROI: 0.46% Traditional ROI: 3.19%
31384 Pine Oak Road Winchester, CA Check out KBhome's Hudson Community in Winchester, CA! Offering amazing affordable pricin...	4 beds \| 2 baths \| 2,026 sq.ft.	$649,990	Airbnb cash on cash: 2.87% Traditional cash on cash: 3.53% Airbnb Rental Income: $3701 Traditional Rental Income: $3297 Airbnb ROI: 2.87% Traditional ROI: 3.53%
29658 Lewis Circle Winchester, CA The Torrey Plan 4 at Luminary showcases the very best in modern home design. This thoughtf...	4 beds \| 3 baths \| 2,216 sq.ft.	$619,000	Airbnb cash on cash: 3.63% Traditional cash on cash: 4.72% Airbnb Rental Income: $3701 Traditional Rental Income: $3525 Airbnb ROI: 3.63% Traditional ROI: 4.72%
35604 Shadow Winchester, CA PRICE REDUCED BY $40,100 FROM ORIGINAL LIST PRICE!!! LARGE BACK YARD WITH SPARKLING POOL...	4 beds \| 3 baths \| 2,995 sq.ft.	$729,700	Airbnb cash on cash: 2.35% Traditional cash on cash: 3.38% Airbnb Rental Income: $3701 Traditional Rental Income: $3599 Airbnb ROI: 2.35% Traditional ROI: 3.38%
32810 Olive Winchester, CA 4-bedroom home with over 2,000 sq ft of living space. 2 full bathrooms, laundry rooms, l...	4 beds \| 2 baths \| 2,280 sq.ft.	$510,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 4.17% Airbnb Rental Income: $3701 Traditional Rental Income: $3119 Airbnb ROI: 3.7% Traditional ROI: 4.17%
31831 Ridge Berry Winchester, CA SINGLE STORY \| VIEWS \| NO REAR NEIGHBOR \| 3 CAR TANDEM GARAGE \| + OFFICE Talk about pride...	3 beds \| 3 baths \| 2,356 sq.ft.	$724,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.14% Airbnb Rental Income: $2373 Traditional Rental Income: $3445 Airbnb ROI: 0.69% Traditional ROI: 3.14%
30656 Paul Lane Winchester, CA Room to grow, space to breathe, and a neighborhood that feels like home â The Tangelo is...	4 beds \| 3 baths \| 2,503 sq.ft.	$639,990	Airbnb cash on cash: 3.23% Traditional cash on cash: 4.45% Airbnb Rental Income: $3701 Traditional Rental Income: $3627 Airbnb ROI: 3.23% Traditional ROI: 4.45%
31935 Violet Drive Winchester, CA Back on the market with New Price! This exceptional home combines generous living space, ...	4 beds \| 3 baths \| 2,995 sq.ft.	$725,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 4.79% Airbnb Rental Income: $3701 Traditional Rental Income: $4530 Airbnb ROI: 2.37% Traditional ROI: 4.79%
35630 Bryce Winchester, CA This four bedroom three bath home with dedicated office is well located in north Wincheste...	4 beds \| 3 baths \| 2,660 sq.ft.	$675,000	Airbnb cash on cash: 2.51% Traditional cash on cash: 4.03% Airbnb Rental Income: $3701 Traditional Rental Income: $3855 Airbnb ROI: 2.51% Traditional ROI: 4.03%
32554 Western Hills Drive Winchester, CA What's Special: Corner Lot \| No Rear Neighbors \| South Facing Lot \| Dedicated Study. New C...	4 beds \| 3 baths \| 2,151 sq.ft.	$573,870	Airbnb cash on cash: 3.36% Traditional cash on cash: 4.53% Airbnb Rental Income: $3701 Traditional Rental Income: $3527 Airbnb ROI: 3.36% Traditional ROI: 4.53%
29050 Golden Sunset Winchester, CA !!! VA ASSUMABLE LOAN INTEREST RATE 5.75% !!!WASHER, DRYER, AND REFRIGERATOR INCLUDED PLUS...	4 beds \| 2 baths \| 2,033 sq.ft.	$609,900	Airbnb cash on cash: 2.13% Traditional cash on cash: 2.73% Airbnb Rental Income: $3701 Traditional Rental Income: $3237 Airbnb ROI: 2.13% Traditional ROI: 2.73%
31048 Ferguson Court Winchester, CA Get the extra space youâve been looking for at Carson at Leon Ridge in Winchester, a bra...	4 beds \| 3 baths \| 2,305 sq.ft.	$689,990	Airbnb cash on cash: 2.43% Traditional cash on cash: 3.49% Airbnb Rental Income: $3701 Traditional Rental Income: $3577 Airbnb ROI: 2.43% Traditional ROI: 3.49%
32518 Western Hills Drive Winchester, CA What's Special: Corner Lot \| South Facing Lot \| Loft \| Large Kitchen Island. New Construct...	4 beds \| 3 baths \| 2,375 sq.ft.	$618,790	Airbnb cash on cash: 3.03% Traditional cash on cash: 4.28% Airbnb Rental Income: $3701 Traditional Rental Income: $3615 Airbnb ROI: 3.03% Traditional ROI: 4.28%
29741 Ryegrass Winchester, CA HUGE price reduction! Beautifully maintained 4-bedroom, 3.5-bathroom home in Winchester fe...	4 beds \| 3 baths \| 2,705 sq.ft.	$745,500	Airbnb cash on cash: 1.44% Traditional cash on cash: 3.64% Airbnb Rental Income: $3701 Traditional Rental Income: $4428 Airbnb ROI: 1.44% Traditional ROI: 3.64%
32564 Quiet Trail Winchester, CA Check out this rare opportunity to own a turnkey 3,670 sq. ft. home featuring 4 bedrooms, ...	4 beds \| 4 baths \| 3,687 sq.ft.	$799,899	Airbnb cash on cash: 1.9% Traditional cash on cash: 4.65% Airbnb Rental Income: $3701 Traditional Rental Income: $4945 Airbnb ROI: 1.9% Traditional ROI: 4.65%
31385 lolite Drive Winchester, CA Incredible opportunity to own this better than new townhome in highly sought after Winches...	3 beds \| 2 baths \| 1,711 sq.ft.	$529,500	Airbnb cash on cash: 0.86% Traditional cash on cash: 4.05% Airbnb Rental Income: $2373 Traditional Rental Income: $3365 Airbnb ROI: 0.86% Traditional ROI: 4.05%

Your search for investment property begins and ends here

Single Family Homes for Sale in Winchester, CA

34259 Aspen Alley

Winchester, CA

3 beds | 2 baths | 1,882 sq.ft.

$664,990

Airbnb cash on cash: 0.98%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $2373

Traditional Rental Income: $3174

Airbnb ROI: 0.98%

Traditional ROI: 3.21%

34253 Aspen Alley

Winchester, CA

3 beds | 2 baths | 2,198 sq.ft.

$680,990

Airbnb cash on cash: 0.92%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $2373

Traditional Rental Income: $3354

Airbnb ROI: 0.92%

Traditional ROI: 3.38%

34254 Slough Road

Winchester, CA

3 beds | 2 baths | 1,882 sq.ft.

$639,990

Airbnb cash on cash: 1.08%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $2373

Traditional Rental Income: $3427

Airbnb ROI: 1.08%

Traditional ROI: 3.83%

31832 Granville Drive

Winchester, CA

3 beds | 2 baths | 1,509 sq.ft.

$585,000

Airbnb cash on cash: 1.59%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $2373

Traditional Rental Income: $3294

Airbnb ROI: 1.59%

Traditional ROI: 4.34%

32675 Asbury Street

Winchester, CA

3 beds | 3 baths | 1,799 sq.ft.

$599,999

Airbnb cash on cash: 1.69%

Traditional cash on cash: 4.73%

Airbnb Rental Income: $2373

Traditional Rental Income: $3488

Airbnb ROI: 1.69%

Traditional ROI: 4.73%

32590 Caden Court

Winchester, CA

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

$690,000

Airbnb cash on cash: 2.64%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $3701

Traditional Rental Income: $3791

Airbnb ROI: 2.64%

Traditional ROI: 4.03%

31565 Hamburg Circle

Winchester, CA

4 beds | 2 baths | 1,704 sq.ft.

$619,900

Airbnb cash on cash: 3.21%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $3701

Traditional Rental Income: $3549

Airbnb ROI: 3.21%

Traditional ROI: 4.34%

35612 Loggins Court

Winchester, CA

4 beds | 3 baths | 2,786 sq.ft.

$650,000

Airbnb cash on cash: 2.71%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $3701

Traditional Rental Income: $3868

Airbnb ROI: 2.71%