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
32580 Armoise Drive Winchester, CA Welcome to Armoise Drive. This stunning 3 bedroom, 2 bathroom home nestled in the desirabl...	3 beds \| 2 baths \| 2,408 sq.ft.	$630,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 4.58% Airbnb Rental Income: $5973 Traditional Rental Income: $3815 Airbnb ROI: 6.23% Traditional ROI: 4.58%
34574 Agonis Way Winchester, CA Gorgeous, highly upgraded 3 bedroom, single story with surround sound, security system, mu...	3 beds \| 2 baths \| 1,690 sq.ft.	$620,000	Airbnb cash on cash: 6.36% Traditional cash on cash: 3.8% Airbnb Rental Income: $5973 Traditional Rental Income: $3310 Airbnb ROI: 6.36% Traditional ROI: 3.8%
32585 Presidio Hills Lane Winchester, CA If youâre searching for the perfect blend of elegance and comfort, look no further! This...	4 beds \| 3 baths \| 3,213 sq.ft.	$799,900	Airbnb cash on cash: 9.58% Traditional cash on cash: 4.14% Airbnb Rental Income: $10267 Traditional Rental Income: $4313 Airbnb ROI: 9.58% Traditional ROI: 4.14%
36364 Grazia Way Winchester, CA Welcome Home to your Move-In ready condo! Boasting 2 bedrooms, 2 full bathrooms AND an add...	2 beds \| 2 baths \| 1,304 sq.ft.	$479,900	Airbnb cash on cash: 3.74% Traditional cash on cash: 3.4% Airbnb Rental Income: $3806 Traditional Rental Income: $2827 Airbnb ROI: 3.74% Traditional ROI: 3.4%
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%
35554 Laurel Tree Court Winchester, CA Welcome to this exceptional single-story home on a spacious .32-acre corner lot, designed ...	4 beds \| 2 baths \| 2,560 sq.ft.	$864,900	Airbnb cash on cash: 8.3% Traditional cash on cash: 2.59% Airbnb Rental Income: $10267 Traditional Rental Income: $3764 Airbnb ROI: 8.3% Traditional ROI: 2.59%
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%
30892 Flintrock Lane Winchester, CA Great corner location with no neighbors to one side or behind. Name brand products through...	3 beds \| 2 baths \| 1,470 sq.ft.	$534,990	Airbnb cash on cash: 7.64% Traditional cash on cash: 3.81% Airbnb Rental Income: $5973 Traditional Rental Income: $2877 Airbnb ROI: 7.64% Traditional ROI: 3.81%
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.	$1,199,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 2.02% Airbnb Rental Income: $5973 Traditional Rental Income: $4299 Airbnb ROI: 2.46% Traditional ROI: 2.02%
29598 Woodcreek Trail Winchester, CA **Have you ever wanted to own a BRAND-NEW MODEL HOME? Hereâs your chance! Located in the...	4 beds \| 3 baths \| 2,722 sq.ft.	$719,900	Airbnb cash on cash: 9.87% Traditional cash on cash: 2.79% Airbnb Rental Income: $10267 Traditional Rental Income: $3618 Airbnb ROI: 9.87% Traditional ROI: 2.79%
31350 Via Curtidor Winchester, CA Welcome to this truly magnificent horse property with TWO HOMES on over five acers of land...	4 beds \| 4 baths \| 3,880 sq.ft.	$1,577,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.73% Airbnb Rental Income: $null Traditional Rental Income: $4885 Airbnb ROI: N/A Traditional ROI: 1.73%
31727 Woodbank Way Winchester, CA Brand new, energy-efficient home available NOW! Includes Solar/Appliances/Blinds. Sleek de...	3 beds \| 2 baths \| 1,677 sq.ft.	$589,000	Airbnb cash on cash: 6.64% Traditional cash on cash: 3.32% Airbnb Rental Income: $5973 Traditional Rental Income: $2966 Airbnb ROI: 6.64% Traditional ROI: 3.32%
32561 MANHATTAN Avenue Winchester, CA MLS# EV24115235 REPRESENTATIVE PHOTOS ADDED. October Completion! Welcome to the Plan 1! A...	3 beds \| 2 baths \| 1,658 sq.ft.	$453,395	Airbnb cash on cash: 8.65% Traditional cash on cash: 4.46% Airbnb Rental Income: $5973 Traditional Rental Income: $3012 Airbnb ROI: 8.65% Traditional ROI: 4.46%
33168 Skyview Road Winchester, CA Beautiful and perfect entertainer's dream home whit 5 bedrooms and 3 full baths resort- st...	4 beds \| 2 baths \| 2,792 sq.ft.	$900,000	Airbnb cash on cash: 7.44% Traditional cash on cash: 1.94% Airbnb Rental Income: $10267 Traditional Rental Income: $3760 Airbnb ROI: 7.44% Traditional ROI: 1.94%
32599 VENTURA Lane Winchester, CA MLS#EV24130994 REPRESENTATIVE PHOTOS ADDED. January Completion! Plan 2 at Towns offers am...	3 beds \| 2 baths \| 1,695 sq.ft.	$495,225	Airbnb cash on cash: 7.78% Traditional cash on cash: 5.06% Airbnb Rental Income: $5973 Traditional Rental Income: $3529 Airbnb ROI: 7.78% Traditional ROI: 5.06%
31697 Stauton Way Winchester, CA Combining space, comfort, and a contemporary interior design, Plan 1 at Copper Skye is an ...	3 beds \| 2 baths \| 1,397 sq.ft.	$468,827	Airbnb cash on cash: 8.55% Traditional cash on cash: 4.04% Airbnb Rental Income: $5973 Traditional Rental Income: $2809 Airbnb ROI: 8.55% Traditional ROI: 4.04%
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%
29112 Shane CT Winchester, CA This beautiful new construction with Farmhouse style, single-story home has the sought aft...	3 beds \| 2 baths \| 1,762 sq.ft.	$559,990	Airbnb cash on cash: 7.22% Traditional cash on cash: 4.63% Airbnb Rental Income: $5973 Traditional Rental Income: $3432 Airbnb ROI: 7.22% Traditional ROI: 4.63%
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%
31706 Mccartney Drive Winchester, CA PRICE REDUCTION! Seller is MOTIVATED! BRING YOUR OFFER. All bedrooms downstairs, lives lik...	3 beds \| 2 baths \| 2,415 sq.ft.	$650,000	Airbnb cash on cash: 5.97% Traditional cash on cash: 4.35% Airbnb Rental Income: $5973 Traditional Rental Income: $3808 Airbnb ROI: 5.97% Traditional ROI: 4.35%
28827 Camaro Drive Winchester, CA NEW CONSTRUCTION in Winchester â SOLAR INCLUDED!!! - SINGLE-STORY! This 1,342-sf 3BR / ...	3 beds \| 2 baths \| 1,342 sq.ft.	$509,990	Airbnb cash on cash: 7.8% Traditional cash on cash: 3.72% Airbnb Rental Income: $5973 Traditional Rental Income: $2844 Airbnb ROI: 7.8% Traditional ROI: 3.72%
28840 Camaro Drive Winchester, CA NEW CONSTRUCTION in Winchester - SOLAR INCLUDED!!! - This 1,583-sf home with a California ...	3 beds \| 2 baths \| 1,583 sq.ft.	$525,990	Airbnb cash on cash: 7.51% Traditional cash on cash: 3.81% Airbnb Rental Income: $5973 Traditional Rental Income: $2970 Airbnb ROI: 7.51% Traditional ROI: 3.81%
28851 Camaro Drive Winchester, CA NEW CONSTRUCTION in Winchester - SOLAR INCLUDED!! - This 1,583-sf home with a California B...	3 beds \| 2 baths \| 1,583 sq.ft.	$534,990	Airbnb cash on cash: 7.36% Traditional cash on cash: 3.72% Airbnb Rental Income: $5973 Traditional Rental Income: $2970 Airbnb ROI: 7.36% Traditional ROI: 3.72%
32636 MANHATTAN Avenue Winchester, CA MLS#EV24175462 REPRESENTATIVE PHOTOS ADDED. December Completion! Plan 2 at Towns is design...	3 beds \| 2 baths \| 1,695 sq.ft.	$485,225	Airbnb cash on cash: 7.97% Traditional cash on cash: 4.03% Airbnb Rental Income: $5973 Traditional Rental Income: $2998 Airbnb ROI: 7.97% Traditional ROI: 4.03%
34793 Armstrong Road Winchester, CA Welcome to your beautiful single-story home in Sweetwater Ranch! This inviting residence f...	3 beds \| 2 baths \| 2,117 sq.ft.	$649,000	Airbnb cash on cash: 5.46% Traditional cash on cash: 2.72% Airbnb Rental Income: $5973 Traditional Rental Income: $3128 Airbnb ROI: 5.46% Traditional ROI: 2.72%
31344 Sycamore Leaf Drive Winchester, CA NEW CONSTRUCTION in Winchester - NO HOA - This 1,576-sf single-story home with a Craftsman...	3 beds \| 2 baths \| 1,576 sq.ft.	$589,990	Airbnb cash on cash: 6.77% Traditional cash on cash: 4.11% Airbnb Rental Income: $5973 Traditional Rental Income: $3322 Airbnb ROI: 6.77% Traditional ROI: 4.11%
32529 Presidio Hills Lane Winchester, CA WOW!! Entertainers Dream with PAID SOLAR!! Paid solar will save you thousands in energy bi...	4 beds \| 2 baths \| 2,909 sq.ft.	$888,000	Airbnb cash on cash: 7.75% Traditional cash on cash: 2.53% Airbnb Rental Income: $10267 Traditional Rental Income: $4050 Airbnb ROI: 7.75% Traditional ROI: 2.53%
34495 Agave Drive #14102 Winchester, CA Welcome home to the gorgeous 34495 Agave Dr #14102! This like-new home was built in 2023 a...	3 beds \| 2 baths \| 1,599 sq.ft.	$480,000	Airbnb cash on cash: 7.89% Traditional cash on cash: 4.85% Airbnb Rental Income: $5973 Traditional Rental Income: $3424 Airbnb ROI: 7.89% Traditional ROI: 4.85%
29092 Laramie Court Winchester, CA Homesite 10. Beautiful new home construction, energy star rated builder, nestled alone the...	3 beds \| 2 baths \| 1,383 sq.ft.	$540,990	Airbnb cash on cash: 7.53% Traditional cash on cash: 4.14% Airbnb Rental Income: $5973 Traditional Rental Income: $3072 Airbnb ROI: 7.53% Traditional ROI: 4.14%
30515 Vera Cruz Circle Winchester, CA Homesite 13. This single story 3 bedroom home features luxury plank vinyl floors with upgr...	3 beds \| 2 baths \| 1,542 sq.ft.	$540,990	Airbnb cash on cash: 7.53% Traditional cash on cash: 3.89% Airbnb Rental Income: $5973 Traditional Rental Income: $2946 Airbnb ROI: 7.53% Traditional ROI: 3.89%
30539 Vera Cruz Circle Winchester, CA Homesite 15. This single story 3 bedroom home with den features luxury plank vinyl floors ...	3 beds \| 2 baths \| 1,762 sq.ft.	$555,990	Airbnb cash on cash: 7.29% Traditional cash on cash: 4.04% Airbnb Rental Income: $5973 Traditional Rental Income: $3105 Airbnb ROI: 7.29% Traditional ROI: 4.04%
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%

Real Estate investment in Winchester, CA

There are 74 properties for sale in the city of Winchester . The median list price in Winchester is $589,990 and the average price per square foot is $299. In November 2024, the average monthly cash on cash return in Winchester is 4.00%. The average monthly rental income in Winchester is $3,432.

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

There are 74 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 $8,120.

Your search for investment property begins and ends here

Investment Property for Sale in Winchester, CA

32580 Armoise Drive

Winchester, CA

3 beds | 2 baths | 2,408 sq.ft.

$630,000

Airbnb cash on cash: 6.23%

Traditional cash on cash: 4.58%

Airbnb Rental Income: $5973

Traditional Rental Income: $3815

Airbnb ROI: 6.23%

Traditional ROI: 4.58%

34574 Agonis Way

Winchester, CA

3 beds | 2 baths | 1,690 sq.ft.

$620,000

Airbnb cash on cash: 6.36%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $5973

Traditional Rental Income: $3310

Airbnb ROI: 6.36%

Traditional ROI: 3.8%

32585 Presidio Hills Lane

Winchester, CA

4 beds | 3 baths | 3,213 sq.ft.

$799,900

Airbnb cash on cash: 9.58%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $10267

Traditional Rental Income: $4313

Airbnb ROI: 9.58%

Traditional ROI: 4.14%

36364 Grazia Way

Winchester, CA

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

$479,900

Airbnb cash on cash: 3.74%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $3806

Traditional Rental Income: $2827

Airbnb ROI: 3.74%

Traditional ROI: 3.4%

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%

35554 Laurel Tree Court

Winchester, CA

4 beds | 2 baths | 2,560 sq.ft.

$864,900

Airbnb cash on cash: 8.3%

Traditional cash on cash: 2.59%

Airbnb Rental Income: $10267

Traditional Rental Income: $3764

Airbnb ROI: 8.3%