Real Estate Investment Properties for Sale in Chili, NY

Looking for investment property in Chili, NY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
23 Sothery Place Chili, NY Move-In Ready! 4-Bed, 2.5-Bath Colonial â This 1,872 sq ft Colonial home was built in 2...	4 beds \| 3 baths \| 1,872 sq.ft.	$299,900	Airbnb cash on cash: -0.43% Traditional cash on cash: 6.03% Airbnb Rental Income: $1532 Traditional Rental Income: $2913 Airbnb ROI: -0.43% Traditional ROI: 6.03%
36 Christina Drive Chili, NY The "Brookfield colonial plan offers an open concept with GREAT kitchen space and /morning...	3 beds \| 3 baths \| 1,969 sq.ft.	$511,940	Airbnb cash on cash: 0.12% Traditional cash on cash: 3.3% Airbnb Rental Income: $1172 Traditional Rental Income: $2306 Airbnb ROI: 0.12% Traditional ROI: 3.3%
14 Sand Pebble Drive Chili, NY MOVE RIGHT IN to this Beautiful Churchville Chili colonial on a quiet neighborhood street!...	3 beds \| 2 baths \| 1,580 sq.ft.	$299,900	Airbnb cash on cash: -0.88% Traditional cash on cash: 4.16% Airbnb Rental Income: $1172 Traditional Rental Income: $2211 Airbnb ROI: -0.88% Traditional ROI: 4.16%
3112 Chili Avenue Chili, NY Welcome to 3112 Chili Ave, a move-in ready Cape Cod that perfectly blends comfort, functio...	4 beds \| 2 baths \| 1,656 sq.ft.	$235,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 7.19% Airbnb Rental Income: $1532 Traditional Rental Income: $2477 Airbnb ROI: 0.94% Traditional ROI: 7.19%
46 Sleepy Hollow Chili, NY Spacious Townhome in Desirable Pumpkin Hill, Chili! Welcome to this beautifully maintained...	2 beds \| 2 baths \| 1,220 sq.ft.	$205,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 4.84% Airbnb Rental Income: $1727 Traditional Rental Income: $1983 Airbnb ROI: 1.07% Traditional ROI: 4.84%
29 Christina Drive Chili, NY The "Fenton" RANCH plan offers an open concept with GREAT kitchen space and dining area! E...	3 beds \| 2 baths \| 1,739 sq.ft.	$478,225	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.13% Airbnb Rental Income: $1172 Traditional Rental Income: $2516 Airbnb ROI: 0.27% Traditional ROI: 4.13%
57 Sunnyside Lane Chili, NY This is a Fannie Mae HomePath Property! Discover the elegance of this remodeled cape cod...	5 beds \| 3 baths \| 2,534 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.16% Airbnb Rental Income: $null Traditional Rental Income: $3406 Airbnb ROI: N/A Traditional ROI: 7.16%
48 Brasser Drive Chili, NY Looking for a gorgeous, updated home without the high price of a new build? This 3-bedroom...	3 beds \| 3 baths \| 2,002 sq.ft.	$299,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 6.65% Airbnb Rental Income: $1172 Traditional Rental Income: $2757 Airbnb ROI: -0.34% Traditional ROI: 6.65%
28 Gage Gardens Chili, NY You must see this charming property in a beautiful neighborhood! Built in 2022, this Colon...	4 beds \| 4 baths \| 2,279 sq.ft.	$449,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 6.36% Airbnb Rental Income: $1532 Traditional Rental Income: $4024 Airbnb ROI: -0.61% Traditional ROI: 6.36%
129 Battle Green Drive Chili, NY Gates CHARMER has it ALL, with Pride of Ownership on Full Display !! Tucked away on a quie...	4 beds \| 2 baths \| 2,012 sq.ft.	$224,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 7.3% Airbnb Rental Income: $1532 Traditional Rental Income: $2612 Airbnb ROI: 0.14% Traditional ROI: 7.3%
53 Toni Ter Chili, NY Past delay negotiations! Come see your dream home!!! This beautifully maintained, south...	5 beds \| 5 baths \| 2,170 sq.ft.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.76% Airbnb Rental Income: $null Traditional Rental Income: $3998 Airbnb ROI: N/A Traditional ROI: 7.76%
34 Pumpkin Chili, NY Welcome to 34 Pumpkin Hill! This beautifully maintained townhouse offers a perfect blend o...	2 beds \| 2 baths \| 1,278 sq.ft.	$189,900	Airbnb cash on cash: 1.41% Traditional cash on cash: 4.18% Airbnb Rental Income: $1727 Traditional Rental Income: $1750 Airbnb ROI: 1.41% Traditional ROI: 4.18%
4 Phyllis Lane Chili, NY Delay showing Monday June 23 at 9am. Negotiation will begin July 1st at 1pm. Beautifu...	3 beds \| 1 baths \| 1,144 sq.ft.	$229,900	Airbnb cash on cash: -0.29% Traditional cash on cash: 4.07% Airbnb Rental Income: $1172 Traditional Rental Income: $1735 Airbnb ROI: -0.29% Traditional ROI: 4.07%
30 Kuebler Drive Chili, NY Completely Renovated Colonial in Chili â Everything is NEW! You can own this spacious 4-...	4 beds \| 3 baths \| 1,928 sq.ft.	$274,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 9.41% Airbnb Rental Income: $1532 Traditional Rental Income: $3076 Airbnb ROI: 1.74% Traditional ROI: 9.41%
12 Leah Lane Chili, NY FRESH to the MARKET! This BEAUTIFULLY Maintained Colonial Located in Popular KING FOREST ...	3 beds \| 3 baths \| 1,884 sq.ft.	$334,900	Airbnb cash on cash: -1.06% Traditional cash on cash: 5.06% Airbnb Rental Income: $1172 Traditional Rental Income: $2713 Airbnb ROI: -1.06% Traditional ROI: 5.06%
3037 Chili Avenue Chili, NY This spacious and thoughtfully designed ranch offers the perfect blend of comfort, charact...	3 beds \| 2 baths \| 1,692 sq.ft.	$219,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 6.16% Airbnb Rental Income: $1172 Traditional Rental Income: $2211 Airbnb ROI: -0.68% Traditional ROI: 6.16%
535 Paul Road Chili, NY Step into this meticulously maintained ranch featuring magazine-worthy renovations through...	2 beds \| 1 baths \| 1,248 sq.ft.	$189,777	Airbnb cash on cash: 2.57% Traditional cash on cash: 4.51% Airbnb Rental Income: $1727 Traditional Rental Income: $1600 Airbnb ROI: 2.57% Traditional ROI: 4.51%
21 Leah Lane Chili, NY Well-Maintained Colonial in Prime Location! Welcome to this beautifully updated 3 bedroom,...	3 beds \| 3 baths \| 1,734 sq.ft.	$275,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 6.25% Airbnb Rental Income: $1172 Traditional Rental Income: $2566 Airbnb ROI: -0.61% Traditional ROI: 6.25%
5 Yankee Court Chili, NY You want functional, quiet, and convenient? You just found it. Tucked away on a peacefu...	3 beds \| 2 baths \| 1,514 sq.ft.	$199,500	Airbnb cash on cash: 0.02% Traditional cash on cash: 7.28% Airbnb Rental Income: $1172 Traditional Rental Income: $2164 Airbnb ROI: 0.02% Traditional ROI: 7.28%
38 Bright Oaks Drive Chili, NY NO DELAYED NEGOTIATIONS! OPEN SUN. AUG 3RD 1-3:00PM. Incredible house with the most peacef...	4 beds \| 2 baths \| 2,369 sq.ft.	$275,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 6.21% Airbnb Rental Income: $1532 Traditional Rental Income: $2628 Airbnb ROI: 0.27% Traditional ROI: 6.21%
32 White Birch Circle Chili, NY You have to see the updates in this stunning Colonial to believe it! Located in a desirabl...	4 beds \| 3 baths \| 1,858 sq.ft.	$249,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 8.44% Airbnb Rental Income: $1532 Traditional Rental Income: $2953 Airbnb ROI: 0.54% Traditional ROI: 8.44%
13 College Greene Drive Chili, NY Welcome to 13 College Green Dr in the highly sought after College Green 55+ neighborhood. ...	2 beds \| 2 baths \| 1,487 sq.ft.	$297,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 3.65% Airbnb Rental Income: $1727 Traditional Rental Income: $2071 Airbnb ROI: 0.72% Traditional ROI: 3.65%
11 Harvest Hl Chili, NY Tucked at the quiet end of the cul-de-sac, this one-level end-unit townhome delivers easy ...	2 beds \| 2 baths \| 1,210 sq.ft.	$199,995	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.05% Airbnb Rental Income: $1727 Traditional Rental Income: $1655 Airbnb ROI: 0.92% Traditional ROI: 3.05%
230 Fisher Road Chili, NY Set far off the road with no close neighbors this private estate has everything you could ...	5 beds \| 2 baths \| 3,179 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $3017 Airbnb ROI: N/A Traditional ROI: 4.24%
506 Chestnut Ridge Road Chili, NY TOWN OF CHILI STUNNER!Â SO gorgeous and SO roomy- top to bottom! Beautiful curb appeal wi...	4 beds \| 3 baths \| 2,466 sq.ft.	$399,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 3.27% Airbnb Rental Income: $1532 Traditional Rental Income: $2704 Airbnb ROI: -1.05% Traditional ROI: 3.27%
22 Watch Hill Drive Chili, NY Location, location, location. Nestled in a quiet, established neighborhood, this home is p...	4 beds \| 2 baths \| 2,166 sq.ft.	$179,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 10.61% Airbnb Rental Income: $1532 Traditional Rental Income: $2599 Airbnb ROI: 1.78% Traditional ROI: 10.61%
17 Brewster Lane Chili, NY Welcome to this beautifully maintained 4BR/2.5BA colonial set on a quiet cul-de-sac in a f...	4 beds \| 3 baths \| 2,418 sq.ft.	$250,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 8.7% Airbnb Rental Income: $1532 Traditional Rental Income: $3166 Airbnb ROI: -0.1% Traditional ROI: 8.7%
32 Trestle Trl Chili, NY Start PackingâThis Is the One! Open Thursday 7/24, 5 to 7 PM and Saturday, 11 AM to 1 PM...	3 beds \| 3 baths \| 1,925 sq.ft.	$339,900	Airbnb cash on cash: -1.73% Traditional cash on cash: 4.27% Airbnb Rental Income: $1172 Traditional Rental Income: $2705 Airbnb ROI: -1.73% Traditional ROI: 4.27%
1003 Chili Center Coldwater Road Chili, NY YOUR new home has been loved and meticulously maintained for over 50 years by the same own...	2 beds \| 1 baths \| 1,296 sq.ft.	$184,777	Airbnb cash on cash: 2.72% Traditional cash on cash: 4.53% Airbnb Rental Income: $1727 Traditional Rental Income: $1569 Airbnb ROI: 2.72% Traditional ROI: 4.53%
211 Westside Drive Chili, NY Welcome home to 211 Westside Drive You will fall in Love with This adorable 2 bedroom ran...	2 beds \| 1 baths \| 1,008 sq.ft.	$179,900	Airbnb cash on cash: 2.82% Traditional cash on cash: 4.62% Airbnb Rental Income: $1727 Traditional Rental Income: $1558 Airbnb ROI: 2.82% Traditional ROI: 4.62%
76 Red Leaf Drive Chili, NY Easy one-level living in this spacious 3BR/2BA brick & vinyl ranch located in a desirable ...	3 beds \| 2 baths \| 1,656 sq.ft.	$225,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 5.57% Airbnb Rental Income: $1172 Traditional Rental Income: $2182 Airbnb ROI: -0.98% Traditional ROI: 5.57%
232 Fisher Road Chili, NY Welcome to 232 Fisher Rd. This 3-bedroom, 2.5-bath home sits on a beautiful 1.3-acre lot w...	3 beds \| 3 baths \| 2,312 sq.ft.	$299,900	Airbnb cash on cash: -1.59% Traditional cash on cash: 6.73% Airbnb Rental Income: $1172 Traditional Rental Income: $3138 Airbnb ROI: -1.59% Traditional ROI: 6.73%
20 Tarrytown Drive Chili, NY Welcome to 20 Tarrytown Drive, 950 SQFT, 3BR, 1BA ranch. This remarkable residence boasts ...	3 beds \| 1 baths \| 950 sq.ft.	$169,900	Airbnb cash on cash: 0.21% Traditional cash on cash: 5.65% Airbnb Rental Income: $1172 Traditional Rental Income: $1670 Airbnb ROI: 0.21% Traditional ROI: 5.65%
3 Club House Drive Chili, NY Why Build When You Can Buy This STUNNING, 2010 Built Updated Ranch in Chili w/Gates Chili ...	3 beds \| 2 baths \| 1,405 sq.ft.	$324,900	Airbnb cash on cash: -1.3% Traditional cash on cash: 2.86% Airbnb Rental Income: $1172 Traditional Rental Income: $2061 Airbnb ROI: -1.3% Traditional ROI: 2.86%
29 Westway Chili, NY Well-maintained Entress-built ranch with a beautiful floor plan unlike all the others! Roo...	2 beds \| 2 baths \| 1,146 sq.ft.	$179,900	Airbnb cash on cash: 2.54% Traditional cash on cash: 5.64% Airbnb Rental Income: $1727 Traditional Rental Income: $1781 Airbnb ROI: 2.54% Traditional ROI: 5.64%
4 Stillmeadow Drive Chili, NY Highly coveted 3 Bedroom Ranch in Churchville Schools on a quiet neighborhood street! Upon...	3 beds \| 2 baths \| 1,080 sq.ft.	$197,777	Airbnb cash on cash: 0.09% Traditional cash on cash: 6.44% Airbnb Rental Income: $1172 Traditional Rental Income: $1979 Airbnb ROI: 0.09% Traditional ROI: 6.44%
80 Hallock Road Chili, NY Opportunity knocks!!!! Price improvement!!!! PRICED 40k + BELOW ASSESSMENT! Split/RR o...	3 beds \| 2 baths \| 2,262 sq.ft.	$189,900	Airbnb cash on cash: -0.61% Traditional cash on cash: 8.49% Airbnb Rental Income: $1172 Traditional Rental Income: $2431 Airbnb ROI: -0.61% Traditional ROI: 8.49%
6 Indian Grove Chili, NY Must see! This beautiful Townhouse has much charm hardwood floors and tile. 2 Bedrooms an...	2 beds \| 1 baths \| 1,064 sq.ft.	$169,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 3.34% Airbnb Rental Income: $1727 Traditional Rental Income: $1515 Airbnb ROI: 1.7% Traditional ROI: 3.34%
21 Red Bud Road Chili, NY Quality Caldwell & Cook built home located in the heart of Chili, offering the perfect bal...	3 beds \| 2 baths \| 1,582 sq.ft.	$249,900	Airbnb cash on cash: -0.24% Traditional cash on cash: 5.93% Airbnb Rental Income: $1172 Traditional Rental Income: $2245 Airbnb ROI: -0.24% Traditional ROI: 5.93%
7 Homestead Vw Chili, NY Welcome to 7 Homestead View, perfectly positioned on a quiet cul-de-sac in a desirable nei...	5 beds \| 3 baths \| 3,128 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.12% Airbnb Rental Income: $null Traditional Rental Income: $3404 Airbnb ROI: N/A Traditional ROI: 4.12%

Real Estate investment in Chili, NY

There are 40 properties for sale in the city of Chili . The median list price in Chili is $249,950 and the average price per square foot is $140. In September 2025, the average monthly cash on cash return in Chili is 6.00%. The average monthly rental income in Chili is $2,454.

Chili, NY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 40 investment properties available for sale in Chili.

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

The ROI for Short-Term is higher than the Long-Term in Chili with average rental income of $1,532.

Your search for investment property begins and ends here

Investment Property for Sale in Chili, NY

23 Sothery Place

Chili, NY

4 beds | 3 baths | 1,872 sq.ft.

$299,900

Airbnb cash on cash: -0.43%

Traditional cash on cash: 6.03%

Airbnb Rental Income: $1532

Traditional Rental Income: $2913

Airbnb ROI: -0.43%

Traditional ROI: 6.03%

36 Christina Drive

Chili, NY

3 beds | 3 baths | 1,969 sq.ft.

$511,940

Airbnb cash on cash: 0.12%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $1172

Traditional Rental Income: $2306

Airbnb ROI: 0.12%

Traditional ROI: 3.3%

14 Sand Pebble Drive

Chili, NY

3 beds | 2 baths | 1,580 sq.ft.

$299,900

Airbnb cash on cash: -0.88%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $1172

Traditional Rental Income: $2211

Airbnb ROI: -0.88%

Traditional ROI: 4.16%

3112 Chili Avenue

Chili, NY

4 beds | 2 baths | 1,656 sq.ft.

$235,000

Airbnb cash on cash: 0.94%

Traditional cash on cash: 7.19%

Airbnb Rental Income: $1532

Traditional Rental Income: $2477

Airbnb ROI: 0.94%

Traditional ROI: 7.19%

46 Sleepy Hollow

Chili, NY

2 beds | 2 baths | 1,220 sq.ft.

$205,000

Airbnb cash on cash: 1.07%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1727

Traditional Rental Income: $1983

Airbnb ROI: 1.07%

Traditional ROI: 4.84%

29 Christina Drive

Chili, NY

3 beds | 2 baths | 1,739 sq.ft.

$478,225

Airbnb cash on cash: 0.27%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $1172

Traditional Rental Income: $2516

Airbnb ROI: 0.27%

Traditional ROI: 4.13%

57 Sunnyside Lane

Chili, NY

5 beds | 3 baths | 2,534 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.16%

Airbnb Rental Income: $null

Traditional Rental Income: $3406

Airbnb ROI: N/A

Traditional ROI: 7.16%

48 Brasser Drive

Chili, NY

3 beds | 3 baths | 2,002 sq.ft.

$299,000

Airbnb cash on cash: -0.34%

Traditional cash on cash: 6.65%

Airbnb Rental Income: $1172

Traditional Rental Income: $2757

Airbnb ROI: -0.34%