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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
80 Cliffside DriveCanandaigua, NYFULLY FURNISHED and decorated to perfection! From the moment you walk in the door, you can... |
3 beds | 2 baths | 1,498 sq.ft. |
$499,000 |
Airbnb cash on cash: -0.19%
|
7 Cliffside DriveCanandaigua, NYMaintenance Free Lakeview Living. Spacious updated condo -- 2 bedroom plus a den that is u... |
2 beds | 2 baths | 1,638 sq.ft. |
$329,000 |
Airbnb cash on cash: -1.01%
|
50 Deerfield DriveCanandaigua, NYRarely 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: 0.74%
|
3950 Rileys RunCanandaigua, NYWelcome to Lakewood Meadows, one of Canandaigua's most desirable communities! This custom-... |
4 beds | 3 baths | 3,308 sq.ft. |
$650,000 |
Airbnb cash on cash: -0.68%
|
5140 Laura LaneCanandaigua, NYTucked Away On A Quiet Cul-De-Sac On The West Side Of Canandaigua 5 Min From The Lake. Thi... |
3 beds | 2 baths | 1,596 sq.ft. |
$299,900 |
Airbnb cash on cash: 2.27%
|
5246 Overlook LaneCanandaigua, NYWelcome to Overlook Lane! This Gerber Ranch - Hollyhock floor plan has everything you need... |
3 beds | 3 baths | 1,542 sq.ft. |
$399,000 |
Airbnb cash on cash: 1.13%
|
4638 Bluebird RoadCanandaigua, NYMAKE THIS YOUR NEXT WEEKEND HOME OR AIR BNB; STEPS FROM CANANDAIGAUA LAKE! A PART OF CRYST... |
2 beds | 1 baths | 972 sq.ft. |
$279,900 |
Airbnb cash on cash: 2.36%
|
135 Deseyn DriveCanandaigua, NYWelcome to this beautifully designed townhouse featuring a first-floor primary suite compl... |
3 beds | 3 baths | 1,834 sq.ft. |
$300,000 |
Airbnb cash on cash: 0.83%
|
75 Thompson LaneCanandaigua, NYWelcome to The Cottages of Canandaigua. Elegant Ranch with open floor plan -1360 sq/ft - 2... |
2 beds | 2 baths | 1,360 sq.ft. |
$399,999 |
Airbnb cash on cash: -1.17%
|
11 Cliffside DriveCanandaigua, NYSpacious 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: -1.17%
|
469 S Pearl StreetCanandaigua, NYWelcome 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: 5.61%
|
205 Lakeshore Drive unit: 403 #403Canandaigua, NYExperience 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: -0.48%
|
4331 Tichenor Point DRCanandaigua, NYLakefront Estate with 200 feet level lakefront, sandy beach, permanent dock/boat hoists. W... |
5 beds | 5 baths | 6,500 sq.ft. |
$3,500,000 |
Airbnb cash on cash: -1.25%
|
5126 Cheshire Glen Road unit: 250C #250CCanandaigua, NYBeautiful Condo at the Villas at Canandaigua |
2 beds | 2 baths | 1,847 sq.ft. |
$409,900 |
Airbnb cash on cash: -0.7%
|
57 Cliffside DriveCanandaigua, NYSpacious top level 4 bedroom, 3 bath condo with spectacular lakeviews. Open living, dining... |
4 beds | 3 baths | 1,650 sq.ft. |
$434,900 |
Airbnb cash on cash: -0.17%
|
280 S Main StCanandaigua, NYExceptional example of late nineteenth century, Italianate-style residential architecture!... |
4 beds | 3 baths | 4,386 sq.ft. |
$530,000 |
Airbnb cash on cash: 0.34%
|
3300 State Route 364 unit: 5E #5ECanandaigua, NYWelcome to your new home or pied-a-terre in Canandaigua, the heart of the Finger Lakes! Th... |
2 beds | 2 baths | 960 sq.ft. |
$274,900 |
Airbnb cash on cash: 1.4%
|
135 Cliffside DriveCanandaigua, NYEnjoy the sunrises on the spacious balcony with million dollar lakeviews. Preferred one le... |
2 beds | 2 baths | 1,410 sq.ft. |
$379,900 |
Airbnb cash on cash: -0.32%
|
4545 County Road 16Canandaigua, NYYear-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: 0.69%
|
3419 West Lake BoulevardCanandaigua, NYExperience 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: -1.51%
|
4656 West Lake RoadCanandaigua, NYLOVELY Canandaigua Lake views from this nicely appointed split-level. So much more space! ... |
2 beds | 2 baths | 1,286 sq.ft. |
$487,999 |
Airbnb cash on cash: -0.35%
|
5165 Johnson Hill DriveCanandaigua, NYWelcome to 5165 Johnson Hill Drive a secluded private paradise on 5.90 acres located in th... |
2 beds | 1 baths | 1,473 sq.ft. |
$264,900 |
Airbnb cash on cash: 2.46%
|
5245 State Route 21Canandaigua, NYWelcome to this adorable ranch-style home, ideally situated between the picturesque villag... |
2 beds | 1 baths | 990 sq.ft. |
$189,900 |
Airbnb cash on cash: 3.91%
|
5138 Cheshire Glen Road unit: 240D #240DCanandaigua, NYWelcome 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: 1.73%
|
31 Deerfield DriveCanandaigua, NYWelcome to this charming colonial home located in a picturesque neighborhood! The main lev... |
5 beds | 2 baths | 1,584 sq.ft. |
$344,900 |
Airbnb cash on cash: 8.46%
|
3315 Middle Cheshire RoadCanandaigua, NYCompletely 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: 2.47%
|
55 Fort Hill AvenueCanandaigua, NYWelcome to this beautifully updated Colonial nestled in one of Canandaigua's most sought-a... |
4 beds | 3 baths | 3,992 sq.ft. |
$494,900 |
Airbnb cash on cash: -0.08%
|
353 Gibson StreetCanandaigua, NY**Open House: Saturday 10/11 12-1:30pm** Every room here knows how to make an entrance-and... |
3 beds | 2 baths | 1,864 sq.ft. |
$325,000 |
Airbnb cash on cash: 1.26%
|
154 W Gibson StreetCanandaigua, NYOpportunity awaits with your chance to own a fantastic Canandaigua city home! Enjoy the br... |
4 beds | 2 baths | 1,288 sq.ft. |
$199,999 |
Airbnb cash on cash: 5.14%
|
80 Chapin StreetCanandaigua, NYLocation, location, location! City living AND Canandaigua charm-you get the best of both w... |
3 beds | 2 baths | 1,672 sq.ft. |
$219,000 |
Airbnb cash on cash: 4.46%
|
2382 State Route 21Canandaigua, NYADORABLE 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: 3.48%
|
241 Roseland LnCanandaigua, NYOpen House 11:00am - 1:00pm Saturday, September 27th. Luxury, move-in condition Canandaigu... |
4 beds | 3 baths | 2,354 sq.ft. |
$800,000 |
Airbnb cash on cash: -1.69%
|
3310 Eastwind WayCanandaigua, NYRare Find! Spectacular Townhome at the Coveted Water's Edge Community with Golf Course Vie... |
3 beds | 3 baths | 1,660 sq.ft. |
$325,000 |
Airbnb cash on cash: 1.42%
|
5775 Yerkes RoadCanandaigua, NYRed, White & Blue. An American Flag gently waving from its post on the front porch on a wa... |
3 beds | 2 baths | 1,196 sq.ft. |
$239,900 |
Airbnb cash on cash: 4.07%
|
4093 Onnalinda DriveCanandaigua, NYYEAR-ROUND CANANDAIGUA LAKEFRONT RETREAT! A RARE OPPORTUNITY to own an exceptional home th... |
5 beds | 5 baths | 3,481 sq.ft. |
$1,750,000 |
Airbnb cash on cash: -0.09%
|
2128 County Road 8Canandaigua, NYWelcome to 2128 County Rd 8! Enjoy the convenience of one-level living in this 3 bedroom, ... |
3 beds | 1 baths | 1,848 sq.ft. |
$209,900 |
Airbnb cash on cash: 4.48%
|
42 Cliffside DriveCanandaigua, NYBright 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: -0.06%
|
3275 Abbey RoadCanandaigua, NYWelcome 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: -0.7%
|
6165 State Route 5 And 20Canandaigua, NYCharming 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: 5.09%
|
40 Dungan StreetCanandaigua, NYWelcome 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: 1.83%
|
Real Estate investment in Canandaigua, NY
There are 50 properties for sale in the city of Canandaigua . The median list price in Canandaigua is $329,000 and the average price per square foot is $163. In October 2025, the average monthly cash on cash return in Canandaigua is 3.00%. The average monthly rental income in Canandaigua is $2,314.