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
2559 County Road 47 Canandaigua, NY Welcome to this charming 3-bedroom, 1-bath Colonial nestled in the Canandaigua School Dist...	3 beds \| 1 baths \| 1,514 sq.ft.	$179,900	Airbnb cash on cash: 4.68% Traditional cash on cash: 6.18% Airbnb Rental Income: $1940 Traditional Rental Income: $1684 Airbnb ROI: 4.68% Traditional ROI: 6.18%
50 Deerfield Drive Canandaigua, NY Rarely available in the highly desirable Deerfield Drive neighborhood, this Canandaigua Co...	4 beds \| 2 baths \| 1,872 sq.ft.	$374,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 3.52% Airbnb Rental Income: $1931 Traditional Rental Income: $2581 Airbnb ROI: 0.22% Traditional ROI: 3.52%
75 Thompson Lane Canandaigua, NY Welcome to The Cottages of Canandaigua. Elegant Ranch with open floor plan -1360 sq/ft - 2...	2 beds \| 2 baths \| 1,360 sq.ft.	$369,999	Airbnb cash on cash: -1.67% Traditional cash on cash: 1.75% Airbnb Rental Income: $1527 Traditional Rental Income: $2270 Airbnb ROI: -1.67% Traditional ROI: 1.75%
11 Cliffside Drive Canandaigua, NY Spacious 4 bedroom top level condo at Bristol Harbour Village. Open floor plan with large ...	4 beds \| 3 baths \| 2,457 sq.ft.	$439,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 2.58% Airbnb Rental Income: $1931 Traditional Rental Income: $3147 Airbnb ROI: -1.62% Traditional ROI: 2.58%
469 S Pearl Street Canandaigua, NY Welcome to 469 South Pearl Street in the heart of Canandaigua with an amazing DOUBLE CORNE...	4 beds \| 3 baths \| 1,077 sq.ft.	$189,900	Airbnb cash on cash: 4.6% Traditional cash on cash: 8.3% Airbnb Rental Income: $1931 Traditional Rental Income: $2089 Airbnb ROI: 4.6% Traditional ROI: 8.3%
205 Lakeshore Drive unit: 403 #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: -0.7% Traditional cash on cash: 1.1% Airbnb Rental Income: $1527 Traditional Rental Income: $2502 Airbnb ROI: -0.7% Traditional ROI: 1.1%
4331 Tichenor Point DR Canandaigua, NY Lakefront Estate with 200 feet level lakefront, sandy beach, permanent dock/boat hoists. W...	5 beds \| 5 baths \| 6,500 sq.ft.	$3,700,000	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.7% Airbnb Rental Income: $4163 Traditional Rental Income: $5821 Airbnb ROI: -1.44% Traditional ROI: -0.7%
23 Keuka Lane Canandaigua, NY Step right into style at 23 Keuka Lane - a move-in ready 3 bed, 3 bath townhouse built in ...	3 beds \| 3 baths \| 1,872 sq.ft.	$325,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 4.11% Airbnb Rental Income: $1940 Traditional Rental Income: $2402 Airbnb ROI: 0.92% Traditional ROI: 4.11%
5126 Cheshire Glen Road unit: 250C #250C Canandaigua, NY Beautiful Condo at the Villas at Canandaigua	2 beds \| 2 baths \| 1,847 sq.ft.	$409,900	Airbnb cash on cash: -1.14% Traditional cash on cash: 1.75% Airbnb Rental Income: $1527 Traditional Rental Income: $2195 Airbnb ROI: -1.14% Traditional ROI: 1.75%
280 S Main St Canandaigua, NY Exceptional example of late nineteenth century, Italianate-style residential architecture!...	4 beds \| 3 baths \| 4,386 sq.ft.	$530,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 3.29% Airbnb Rental Income: $1931 Traditional Rental Income: $3062 Airbnb ROI: -0.03% Traditional ROI: 3.29%
4545 County Road 16 Canandaigua, NY Year-round home nestled on private, treed 1.2 acre lot along beautiful Canandaigua Lake wi...	3 beds \| 2 baths \| 2,080 sq.ft.	$499,900	Airbnb cash on cash: 0.24% Traditional cash on cash: 2.95% Airbnb Rental Income: $1940 Traditional Rental Income: $2694 Airbnb ROI: 0.24% Traditional ROI: 2.95%
3419 West Lake Boulevard Canandaigua, NY Experience the pinnacle of lakefront luxury in this spectacular custom-built estate, artfu...	5 beds \| 8 baths \| 9,390 sq.ft.	$5,800,000	Airbnb cash on cash: -1.63% Traditional cash on cash: -0.94% Airbnb Rental Income: $4163 Traditional Rental Income: $7034 Airbnb ROI: -1.63% Traditional ROI: -0.94%
4626 State Route 364 Canandaigua, NY Back on the market after Seller updates!!! Whether you're looking for a weekend getaway or...	3 beds \| 2 baths \| 1,248 sq.ft.	$269,900	Airbnb cash on cash: 3.03% Traditional cash on cash: 5.97% Airbnb Rental Income: $1940 Traditional Rental Income: $2177 Airbnb ROI: 3.03% Traditional ROI: 5.97%
5138 Cheshire Glen Road unit: 240D #240D Canandaigua, NY Welcome to 5138 Cheshire Glenn, located in the Villas at Canandaigua. Discover your dream ...	3 beds \| 2 baths \| 1,847 sq.ft.	$429,900	Airbnb cash on cash: 1.22% Traditional cash on cash: 3.52% Airbnb Rental Income: $1940 Traditional Rental Income: $2354 Airbnb ROI: 1.22% Traditional ROI: 3.52%
3315 Middle Cheshire Road Canandaigua, NY Completely renovated and move-in ready Canandaigua home! This stunning home on desirable M...	3 beds \| 2 baths \| 1,877 sq.ft.	$345,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 4.81% Airbnb Rental Income: $1940 Traditional Rental Income: $2391 Airbnb ROI: 1.83% Traditional ROI: 4.81%
2382 State Route 21 Canandaigua, NY ADORABLE 1-OWNER RANCH! THIS CHARMING 2-BEDROOM HOME IN CANANDAIGUA OFFERS EASY ONE-FLOOR ...	2 beds \| 1 baths \| 1,320 sq.ft.	$189,900	Airbnb cash on cash: 2.55% Traditional cash on cash: 5.58% Airbnb Rental Income: $1527 Traditional Rental Income: $1631 Airbnb ROI: 2.55% Traditional ROI: 5.58%
42 Cliffside Drive Canandaigua, NY Bright and cheerful waterfront condo with gorgeous lakeviews from 2 balconies. Enjoy maint...	2 beds \| 3 baths \| 1,113 sq.ft.	$299,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 3.81% Airbnb Rental Income: $1527 Traditional Rental Income: $2340 Airbnb ROI: -0.65% Traditional ROI: 3.81%
26 Andrews Canandaigua, NY Welcome to low-maintenance living surrounded by nature in the desirable Bristol Harbour co...	2 beds \| 3 baths \| 1,728 sq.ft.	$329,900	Airbnb cash on cash: -1.15% Traditional cash on cash: 4.39% Airbnb Rental Income: $1527 Traditional Rental Income: $2800 Airbnb ROI: -1.15% Traditional ROI: 4.39%
3275 Abbey Road Canandaigua, NY Welcome to 3275 Abbey Road located in the Villas at Canandaigua! This updated townhome has...	2 beds \| 2 baths \| 1,547 sq.ft.	$424,900	Airbnb cash on cash: -1.13% Traditional cash on cash: 1.55% Airbnb Rental Income: $1527 Traditional Rental Income: $2151 Airbnb ROI: -1.13% Traditional ROI: 1.55%
6165 State Route 5 And 20 Canandaigua, NY Charming Country Retreat on 1.7 Acres in Canandaigua Discover this inviting home tucked aw...	3 beds \| 1 baths \| 1,407 sq.ft.	$199,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 5.31% Airbnb Rental Income: $1940 Traditional Rental Income: $1677 Airbnb ROI: 3.99% Traditional ROI: 5.31%
40 Dungan Street Canandaigua, NY Welcome home to this beautifully maintained 4-bedroom, 2-bath gem in the heart of Canandai...	4 beds \| 2 baths \| 2,015 sq.ft.	$329,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 4.65% Airbnb Rental Income: $1931 Traditional Rental Income: $2473 Airbnb ROI: 1.24% Traditional ROI: 4.65%
3655 Middle Cheshire Road Canandaigua, NY Welcome to 3655 Middle Cheshire Road - a turnkey ranch that blends modern style, smart tec...	3 beds \| 2 baths \| 1,008 sq.ft.	$299,999	Airbnb cash on cash: 2.13% Traditional cash on cash: 3.88% Airbnb Rental Income: $1940 Traditional Rental Income: $1921 Airbnb ROI: 2.13% Traditional ROI: 3.88%
3858 State Route 488 Canandaigua, NY Do you want country living but near Canandaigua Amenities? This spacious three-bedroom hom...	3 beds \| 2 baths \| 1,456 sq.ft.	$224,900	Airbnb cash on cash: 4.45% Traditional cash on cash: 7.37% Airbnb Rental Income: $1940 Traditional Rental Income: $2049 Airbnb ROI: 4.45% Traditional ROI: 7.37%
407 Hawley Dr Canandaigua, NY 10 MINUTE WALK TO CANANDAIGUA LAKEFRONT parks and restaurants. Quick drive to downtown bou...	2 beds \| 2 baths \| 997 sq.ft.	$299,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 3.38% Airbnb Rental Income: $1527 Traditional Rental Income: $1973 Airbnb ROI: 0.23% Traditional ROI: 3.38%
115 Cliffside Drive Canandaigua, NY SPECTACULAR Canandaigua Lake top level condo with million dollar lakeviews. Completely upd...	4 beds \| 2 baths \| 2,085 sq.ft.	$789,900	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.24% Airbnb Rental Income: $1931 Traditional Rental Income: $2832 Airbnb ROI: 0.32% Traditional ROI: 2.24%
6486 Dugway Rd Canandaigua, NY A Contemporary Lodge Style Home Surrounded by 33 Acres of Wild Beauty. Rising at the edge ...	3 beds \| 2 baths \| 2,225 sq.ft.	$549,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.76% Airbnb Rental Income: $1940 Traditional Rental Income: $2759 Airbnb ROI: 0.17% Traditional ROI: 2.76%
4475 County Road 16 Canandaigua, NY OPEN HOUSE: 1-3 pm Saturday, October 18. Welcome to "Blue View!" Custom built 2017 residen...	5 beds \| 5 baths \| 3,651 sq.ft.	$1,450,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 1.79% Airbnb Rental Income: $4163 Traditional Rental Income: $5805 Airbnb ROI: -0.09% Traditional ROI: 1.79%
7654 W Hall Road Canandaigua, NY Welcome to 7654 West Hall Road!! This charming property is a land lovers dream!! Situated ...	2 beds \| 1 baths \| 1,287 sq.ft.	$189,900	Airbnb cash on cash: 2.44% Traditional cash on cash: 5.19% Airbnb Rental Income: $1527 Traditional Rental Income: $1579 Airbnb ROI: 2.44% Traditional ROI: 5.19%
28 Academy Place Canandaigua, NY An exceptional residence offering a winning combination of ideal location, meticulous cond...	4 beds \| 3 baths \| 3,571 sq.ft.	$650,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.62% Airbnb Rental Income: $1931 Traditional Rental Income: $3250 Airbnb ROI: -0.39% Traditional ROI: 2.62%
14 Northstar Drive unit: 14 #14 Canandaigua, NY Rarely available Bristol Mountain townhouse now available!	2 beds \| 2 baths \| 983 sq.ft.	$240,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 4.03% Airbnb Rental Income: $1527 Traditional Rental Income: $1618 Airbnb ROI: 1.67% Traditional ROI: 4.03%
4095 Middle Road Canandaigua, NY Discover the charm and possibilities of this 1840 farmhouse set on 1.7 peaceful acres. Off...	4 beds \| 2 baths \| 2,004 sq.ft.	$229,900	Airbnb cash on cash: 2.64% Traditional cash on cash: 7.57% Airbnb Rental Income: $1931 Traditional Rental Income: $2492 Airbnb ROI: 2.64% Traditional ROI: 7.57%

Real Estate investment in Canandaigua, NY

There are 31 properties for sale in the city of Canandaigua . The median list price in Canandaigua is $299,950 and the average price per square foot is $142. In December 2025, the average monthly cash on cash return in Canandaigua is 4.00%. The average monthly rental income in Canandaigua is $2,340.

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

There are 31 investment properties available for sale in Canandaigua.

In 2025, 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 $2,340.

Your search for investment property begins and ends here

Investment Property for Sale in Canandaigua, NY

2559 County Road 47

Canandaigua, NY

3 beds | 1 baths | 1,514 sq.ft.

$179,900

Airbnb cash on cash: 4.68%

Traditional cash on cash: 6.18%

Airbnb Rental Income: $1940

Traditional Rental Income: $1684

Airbnb ROI: 4.68%

Traditional ROI: 6.18%

50 Deerfield Drive

Canandaigua, NY

4 beds | 2 baths | 1,872 sq.ft.

$374,900

Airbnb cash on cash: 0.22%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $1931

Traditional Rental Income: $2581

Airbnb ROI: 0.22%

Traditional ROI: 3.52%

75 Thompson Lane

Canandaigua, NY

2 beds | 2 baths | 1,360 sq.ft.

$369,999

Airbnb cash on cash: -1.67%

Traditional cash on cash: 1.75%

Airbnb Rental Income: $1527

Traditional Rental Income: $2270

Airbnb ROI: -1.67%

Traditional ROI: 1.75%

11 Cliffside Drive

Canandaigua, NY

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

$439,000

Airbnb cash on cash: -1.62%

Traditional cash on cash: 2.58%

Airbnb Rental Income: $1931

Traditional Rental Income: $3147

Airbnb ROI: -1.62%

Traditional ROI: 2.58%

469 S Pearl Street

Canandaigua, NY

4 beds | 3 baths | 1,077 sq.ft.

$189,900

Airbnb cash on cash: 4.6%

Traditional cash on cash: 8.3%

Airbnb Rental Income: $1931

Traditional Rental Income: $2089

Airbnb ROI: 4.6%

Traditional ROI: 8.3%

205 Lakeshore Drive unit: 403 #403

Canandaigua, NY

2 beds | 2 baths | 1,194 sq.ft.

$848,800

Airbnb cash on cash: -0.7%

Traditional cash on cash: 1.1%

Airbnb Rental Income: $1527

Traditional Rental Income: $2502

Airbnb ROI: -0.7%

Traditional ROI: 1.1%

4331 Tichenor Point DR

Canandaigua, NY

5 beds | 5 baths | 6,500 sq.ft.

$3,700,000

Airbnb cash on cash: -1.44%

Traditional cash on cash: -0.7%

Airbnb Rental Income: $4163

Traditional Rental Income: $5821

Airbnb ROI: -1.44%

Traditional ROI: -0.7%

23 Keuka Lane

Canandaigua, NY

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

$325,000

Airbnb cash on cash: 0.92%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $1940

Traditional Rental Income: $2402

Airbnb ROI: 0.92%