Real Estate Investment Properties for Sale in Canandaigua, NY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
41 Cliffside Dr Canandaigua, NY Stunning, recently renovated waterfront condo on Canandaigua Lake. Amazing views of the La...	2 beds \| 1 baths \| 1,113 sq.ft.	$399,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.14% Airbnb Rental Income: $2002 Traditional Rental Income: $2173 Airbnb ROI: 0.29% Traditional ROI: 2.14%
5567 Lakewood Trail Canandaigua, NY Our new listing on Lakewood Trail is a stunning 2,826sqft, 3-bed, 3-bath contemporary home...	3 beds \| 4 baths \| 2,826 sq.ft.	$525,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 3.62% Airbnb Rental Income: $2279 Traditional Rental Income: $3700 Airbnb ROI: -0.43% Traditional ROI: 3.62%
5042 County Road 33 Canandaigua, NY FOR DRIVING DIRECTIONS IN GPS USE ADDRESS 5042 EGYPT VALLEY RD, CANANDAIGUA NY 14424 Cha...	2 beds \| 1 baths \| 1,056 sq.ft.	$329,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 2.26% Airbnb Rental Income: $2002 Traditional Rental Income: $1462 Airbnb ROI: 2.32% Traditional ROI: 2.26%
4824 County Road 16 Canandaigua, NY Take a cruise down West Lake Road and come see this stunning home that is perfectly perche...	3 beds \| 2 baths \| 2,506 sq.ft.	$499,999	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.37% Airbnb Rental Income: $2279 Traditional Rental Income: $2421 Airbnb ROI: 0.85% Traditional ROI: 2.37%
5248 Overlook Lane Canandaigua, NY You will love this Canandaigua Ranch Situated in a desirable, low-traffic neighborhood wit...	3 beds \| 2 baths \| 1,457 sq.ft.	$374,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 2.71% Airbnb Rental Income: $2279 Traditional Rental Income: $2059 Airbnb ROI: 1.72% Traditional ROI: 2.71%
5 Andrews Way Canandaigua, NY Welcome to 5 Andrews Way, located in the sought-after Bristol Harbour community in Cananda...	2 beds \| 2 baths \| 1,120 sq.ft.	$319,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 1.88% Airbnb Rental Income: $2002 Traditional Rental Income: $1987 Airbnb ROI: 0.19% Traditional ROI: 1.88%
151 Stewart Place Canandaigua, NY SPECTACULAR - IS THE ONLY WAY TO DESCRIBE THIS HOME!!! Rarely offered 3 bedroom 1,493 squa...	3 beds \| 3 baths \| 1,493 sq.ft.	$399,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 3.09% Airbnb Rental Income: $2279 Traditional Rental Income: $2394 Airbnb ROI: 1.27% Traditional ROI: 3.09%
113 Thompson Ln Canandaigua, NY Welcome to the BEST VALUE at The Cottages of Canandaigua! Instant equity, bank appraised f...	3 beds \| 2 baths \| 2,163 sq.ft.	$475,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 0.96% Airbnb Rental Income: $2279 Traditional Rental Income: $2264 Airbnb ROI: -0.28% Traditional ROI: 0.96%
135 Lakeview Way Canandaigua, NY Exceptional Ranch Townhome in desirable Rosepark on beautiful Canandaigua Lake with Privat...	2 beds \| 2 baths \| 1,687 sq.ft.	$664,900	Airbnb cash on cash: -1.2% Traditional cash on cash: 0.09% Airbnb Rental Income: $2002 Traditional Rental Income: $2277 Airbnb ROI: -1.2% Traditional ROI: 0.09%
57 Thompson Ln Canandaigua, NY Move-in ready 57 Thompson Lane in beautiful Canandaigua, NY! The Cottages is an exclusive ...	3 beds \| 3 baths \| 2,742 sq.ft.	$497,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 0.57% Airbnb Rental Income: $2279 Traditional Rental Income: $2346 Airbnb ROI: -0.8% Traditional ROI: 0.57%
5685 County Road 33 Canandaigua, NY One-of-a-kind, pristine two-story contemporary home set on a private 7+ acre wooded lot. T...	4 beds \| 3 baths \| 2,328 sq.ft.	$899,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 1.04% Airbnb Rental Income: $2894 Traditional Rental Income: $2882 Airbnb ROI: 0.25% Traditional ROI: 1.04%
4971 Island View Dr Canandaigua, NY Canandaigua Lake Living at its finest! Don't miss this rare opportunity to own a newly bui...	3 beds \| 2 baths \| 1,980 sq.ft.	$449,900	Airbnb cash on cash: 0.94% Traditional cash on cash: 5.13% Airbnb Rental Income: $2279 Traditional Rental Income: $3474 Airbnb ROI: 0.94% Traditional ROI: 5.13%
11 Cliffside Dr Canandaigua, NY Spacious 4 bedroom top level condo at Bristol Harbour Village. Open floor plan with large ...	4 beds \| 2 baths \| 2,457 sq.ft.	$399,900	Airbnb cash on cash: 1.24% Traditional cash on cash: 3.71% Airbnb Rental Income: $2894 Traditional Rental Income: $3147 Airbnb ROI: 1.24% Traditional ROI: 3.71%
5031 North Rd Canandaigua, NY Located in the charming town of Canandaigua, this easy-to-maintain, spacious 3-bedroom, 1....	3 beds \| 1 baths \| 1,365 sq.ft.	$260,000	Airbnb cash on cash: 3.98% Traditional cash on cash: 6.36% Airbnb Rental Income: $2279 Traditional Rental Income: $2293 Airbnb ROI: 3.98% Traditional ROI: 6.36%
4765 Seneca Point Rd Canandaigua, NY Oh my... Wow Wow Wow! Rare...2 separate homes and in-law apt on one lot! A MUST VISIT san...	N/A beds \| N/A baths \| 7,324 sq.ft.	$365,000	Airbnb cash on cash: -3.2% Traditional cash on cash: 2.36% Airbnb Rental Income: $1071 Traditional Rental Income: $2608 Airbnb ROI: -3.2% Traditional ROI: 2.36%
4508 State Route 64 Canandaigua, NY B&B FOR SALE. TWO BEAUTIFULLY MAINTAINED RESIDENTIAL BUILDINGS. TURNKEY PROFITABLE AAA FOU...	5 beds \| 7 baths \| 5,160 sq.ft.	$799,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 5.85% Airbnb Rental Income: $3092 Traditional Rental Income: $6623 Airbnb ROI: 0.16% Traditional ROI: 5.85%
5705 Goodale Rd Canandaigua, NY Prime location just outside the charming Hamlet of Cheshire where you can experience count...	3 beds \| 2 baths \| 2,844 sq.ft.	$499,900	Airbnb cash on cash: 0.43% Traditional cash on cash: 3.08% Airbnb Rental Income: $2279 Traditional Rental Income: $2951 Airbnb ROI: 0.43% Traditional ROI: 3.08%
3089 Pierce Brook Trail Lot 17 Canandaigua, NY This luxurious end unit townhome by Third Generation Builder, Morrell Builder - offers 1,7...	3 beds \| 3 baths \| 2,715 sq.ft.	$657,900	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.34% Airbnb Rental Income: $2279 Traditional Rental Income: $2847 Airbnb ROI: -0.51% Traditional ROI: 1.34%
217 Buffalo St Canandaigua, NY Welcome to this charming 3-bedroom, 1-bath ranch home in the heart of Canandaigua, located...	3 beds \| 1 baths \| 864 sq.ft.	$239,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 4.13% Airbnb Rental Income: $2279 Traditional Rental Income: $1684 Airbnb ROI: 4.24% Traditional ROI: 4.13%
81 Pleasant St Canandaigua, NY Location, location, location! Nestled in the heart of Canandaigua, youâre just minutes a...	5 beds \| 2 baths \| 2,132 sq.ft.	$224,900	Airbnb cash on cash: 7.84% Traditional cash on cash: 8.94% Airbnb Rental Income: $3092 Traditional Rental Income: $2621 Airbnb ROI: 7.84% Traditional ROI: 8.94%
16 Cliffside Dr Canandaigua, NY Enjoy lake living with no maintenance and low taxes. Updated 2 bedroom, 1.5 bath condo - j...	2 beds \| 1 baths \| 1,113 sq.ft.	$349,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 1.89% Airbnb Rental Income: $2002 Traditional Rental Income: $1961 Airbnb ROI: 0.42% Traditional ROI: 1.89%
135 Cliffside Dr Canandaigua, NY Enjoy the sunrises on the spacious balcony with million dollar lakeviews. Preferred one le...	2 beds \| 2 baths \| 1,410 sq.ft.	$369,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 2.53% Airbnb Rental Income: $2002 Traditional Rental Income: $2267 Airbnb ROI: 0.27% Traditional ROI: 2.53%
1 Terrace Dr Canandaigua, NY Lake living at it's finest! Luxury waterfront condo overlooking Canandaigua Lake with main...	3 beds \| 3 baths \| 2,564 sq.ft.	$645,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 3.45% Airbnb Rental Income: $2279 Traditional Rental Income: $3849 Airbnb ROI: -0.1% Traditional ROI: 3.45%
115 Cliffside Dr Canandaigua, NY Enjoy maintenance-free lake living in this top level, penthouse style, fully updated, luxu...	4 beds \| 2 baths \| 2,085 sq.ft.	$630,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.05% Airbnb Rental Income: $2894 Traditional Rental Income: $2832 Airbnb ROI: 0.01% Traditional ROI: 1.05%
130 Cliffside Dr Canandaigua, NY Enjoy maintenance free lakeview living with low taxes plus Bristol Harbour Village ameniti...	3 beds \| 2 baths \| 1,495 sq.ft.	$394,900	Airbnb cash on cash: 0.77% Traditional cash on cash: 2.65% Airbnb Rental Income: $2279 Traditional Rental Income: $2408 Airbnb ROI: 0.77% Traditional ROI: 2.65%
205 Lakeshore Dr #417 Canandaigua, NY 205 Lakeshore Dr #417, Canandaigua, NY 14424 \| Condo/Coop	1 beds \| 2 baths \| 1,416 sq.ft.	$749,900	Airbnb cash on cash: -2.73% Traditional cash on cash: -1.16% Airbnb Rental Income: $1051 Traditional Rental Income: $1781 Airbnb ROI: -2.73% Traditional ROI: -1.16%
205 Lakeshore Dr #403 Canandaigua, NY Experience Turnkey LAKEFRONT RESORT LIVING at its finest in this stunning 2-bedroom, 2-bat...	2 beds \| 2 baths \| 1,194 sq.ft.	$848,800	Airbnb cash on cash: -1.56% Traditional cash on cash: -1.7% Airbnb Rental Income: $2002 Traditional Rental Income: $1368 Airbnb ROI: -1.56% Traditional ROI: -1.7%
205 Lakeshore Dr #516 Canandaigua, NY 205 Lakeshore Dr #516, Canandaigua, NY 14424 \| Condo/Coop	2 beds \| 2 baths \| 1,204 sq.ft.	$599,000	Airbnb cash on cash: -1.12% Traditional cash on cash: -1.71% Airbnb Rental Income: $2002 Traditional Rental Income: $1152 Airbnb ROI: -1.12% Traditional ROI: -1.71%
3074 Pierce Brook Trail Lot 76 Canandaigua, NY 3074 Pierce Brook Trail Lot 76, Canandaigua, NY 14424 \| Condo/Coop	2 beds \| 2 baths \| 1,422 sq.ft.	$499,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 0.14% Airbnb Rental Income: $2002 Traditional Rental Income: $1690 Airbnb ROI: -0.31% Traditional ROI: 0.14%
4 Terrace Dr Canandaigua, NY 4 Terrace Dr, Canandaigua, NY 14424 \| Single Family Residential	5 beds \| 3 baths \| 2,827 sq.ft.	$1,817,000	Airbnb cash on cash: -1.71% Traditional cash on cash: -1.45% Airbnb Rental Income: $3092 Traditional Rental Income: $2827 Airbnb ROI: -1.71% Traditional ROI: -1.45%
4128 Onnalinda Dr Canandaigua, NY 4128 Onnalinda Dr, Canandaigua, NY 14424 \| Other	N/A beds \| N/A baths \| N/A	$239,900	Airbnb cash on cash: 0% Traditional cash on cash: -1.16% Airbnb Rental Income: $1071 Traditional Rental Income: $442 Airbnb ROI: 0% Traditional ROI: -1.16%
3072 Pierce Brook Trail Lot 75 Canandaigua, NY 3072 Pierce Brook Trail Lot 75, Canandaigua, NY 14424 \| Townhouse	2 beds \| 2 baths \| 1,752 sq.ft.	$584,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 0.05% Airbnb Rental Income: $2002 Traditional Rental Income: $1867 Airbnb ROI: -0.66% Traditional ROI: 0.05%
2461 Brickyard Rd Canandaigua, NY 2461 Brickyard Rd, Canandaigua, NY 14424 \| Other	N/A beds \| N/A baths \| N/A	$198,000	Airbnb cash on cash: 0.56% Traditional cash on cash: -0.84% Airbnb Rental Income: $1071 Traditional Rental Income: $442 Airbnb ROI: 0.56% Traditional ROI: -0.84%
1200 State Route 332 Canandaigua, NY 1200 State Route 332, Canandaigua, NY 14425 \| Other	3 beds \| 2 baths \| N/A	$2,200,000	Airbnb cash on cash: -1.92% Traditional cash on cash: -2.07% Airbnb Rental Income: $2279 Traditional Rental Income: $1406 Airbnb ROI: -1.92% Traditional ROI: -2.07%
0 Rt-64 Canandaigua, NY 0 Rt-64, Canandaigua, NY 14424 \| Other	N/A beds \| N/A baths \| N/A	$169,900	Airbnb cash on cash: 1.08% Traditional cash on cash: -0.54% Airbnb Rental Income: $1071 Traditional Rental Income: $442 Airbnb ROI: 1.08% Traditional ROI: -0.54%
167 Cliffside Dr Canandaigua, NY Affordable Canandaigua Lake living with low, low taxes. Adorable, cozy 1 bedroom condo wit...	1 beds \| 1 baths \| 695 sq.ft.	$299,900	Airbnb cash on cash: -1.15% Traditional cash on cash: 1.39% Airbnb Rental Income: $1051 Traditional Rental Income: $1405 Airbnb ROI: -1.15% Traditional ROI: 1.39%
196 Bristol St Canandaigua, NY Cash-flowing duplex in the heart of Canandaigua. Fully occupied and producing immediate in...	6 beds \| 2 baths \| 1,992 sq.ft.	$439,000	Airbnb cash on cash: 3.41% Traditional cash on cash: 3.58% Airbnb Rental Income: $3092 Traditional Rental Income: $2456 Airbnb ROI: 3.41% Traditional ROI: 3.58%
2401 (Lot 4) Brickyard Rd Canandaigua, NY 2401 (Lot 4) Brickyard Rd, Canandaigua, NY 14424 \| Single Family Residential	4 beds \| 2 baths \| 2,396 sq.ft.	$727,403	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.3% Airbnb Rental Income: $2894 Traditional Rental Income: $2132 Airbnb ROI: 0.43% Traditional ROI: 0.3%
5134 Cheshire Glen Road Canandaigua, NY NEW 2025-build, 1847 square foot Ranch/Townhouse/Patio Home with 6 Year New Construction W...	2 beds \| 2 baths \| 1,847 sq.ft.	$474,500	Airbnb cash on cash: -0.75% Traditional cash on cash: 1.21% Airbnb Rental Income: $2002 Traditional Rental Income: $2352 Airbnb ROI: -0.75% Traditional ROI: 1.21%
Cramer Rd Canandaigua, NY Cramer Rd, Canandaigua, NY 14424 \| Other	N/A beds \| N/A baths \| N/A	$449,900	Airbnb cash on cash: -1.26% Traditional cash on cash: -1.73% Airbnb Rental Income: $1071 Traditional Rental Income: $505 Airbnb ROI: -1.26% Traditional ROI: -1.73%

Real Estate investment in Canandaigua, NY

There are 168 properties for sale in the city of Canandaigua . The median list price in Canandaigua is $341,046 and the average price per square foot is $145. In September 2026, the average monthly cash on cash return in Canandaigua is 2.00%. The average monthly rental income in Canandaigua is $1,756.

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

There are 168 investment properties available for sale in Canandaigua.

In 2026, the best neighborhood to buy investment property is Canandaigua.

The ROI for Long-Term is higher than the Short-Term in Canandaigua with average rental income of $1,756.

Your search for investment property begins and ends here

Investment Property for Sale in Canandaigua, NY

41 Cliffside Dr

Canandaigua, NY

2 beds | 1 baths | 1,113 sq.ft.

$399,900

Airbnb cash on cash: 0.29%

Traditional cash on cash: 2.14%

Airbnb Rental Income: $2002

Traditional Rental Income: $2173

Airbnb ROI: 0.29%

Traditional ROI: 2.14%

5567 Lakewood Trail

Canandaigua, NY

3 beds | 4 baths | 2,826 sq.ft.

$525,000

Airbnb cash on cash: -0.43%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $2279

Traditional Rental Income: $3700

Airbnb ROI: -0.43%

Traditional ROI: 3.62%

5042 County Road 33

Canandaigua, NY

2 beds | 1 baths | 1,056 sq.ft.

$329,000

Airbnb cash on cash: 2.32%

Traditional cash on cash: 2.26%

Airbnb Rental Income: $2002

Traditional Rental Income: $1462

Airbnb ROI: 2.32%

Traditional ROI: 2.26%

4824 County Road 16

Canandaigua, NY

3 beds | 2 baths | 2,506 sq.ft.

$499,999

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $2279

Traditional Rental Income: $2421

Airbnb ROI: 0.85%

Traditional ROI: 2.37%

5248 Overlook Lane

Canandaigua, NY

3 beds | 2 baths | 1,457 sq.ft.

$374,900

Airbnb cash on cash: 1.72%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $2279

Traditional Rental Income: $2059

Airbnb ROI: 1.72%

Traditional ROI: 2.71%

5 Andrews Way

Canandaigua, NY

2 beds | 2 baths | 1,120 sq.ft.

$319,900

Airbnb cash on cash: 0.19%

Traditional cash on cash: 1.88%

Airbnb Rental Income: $2002

Traditional Rental Income: $1987

Airbnb ROI: 0.19%

Traditional ROI: 1.88%

151 Stewart Place

Canandaigua, NY

3 beds | 3 baths | 1,493 sq.ft.

$399,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $2279

Traditional Rental Income: $2394

Airbnb ROI: 1.27%

Traditional ROI: 3.09%

113 Thompson Ln

Canandaigua, NY

3 beds | 2 baths | 2,163 sq.ft.

$475,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 0.96%

Airbnb Rental Income: $2279

Traditional Rental Income: $2264

Airbnb ROI: -0.28%