Naples
Naples was established in 1789 along with Ontario County, on the old Native American village Nundawao, and settlement began the following year. Naples has a current population of approximately 2,400. The town is located in the southwestern corner of Ontario County near the southern end of Canandaigua Lake. The town was The town was also part of the Underground Railroad, with old houses still having hiding spots to this day. The town, known in 1789 as “Watkinstown” (after Captains Nathan and William Watkins, Revolutionary War veterans and early settlers) and in 1796, they called the town “Middletown”. And then, finally, the town was given the name “Naples” in 1808. Naples was not quickly settled due to its rough terrain. Part of the new town was used to form the Town of Italy in 1815, and another part was used to form part of the Town of Springwater in 1816. The village is home to St. Januarius Catholic Church, a unique architectural design by James Johnson. With the local grape industry as inspiration, much of the church was designed with grapes in mind. The annual Naples Grape Festival is held in September, and the area is known for its wineries and grape pie. Grapes, first planted in the 1860s, led to the modern grape and wine industry of the town and also led to the annual grape festival which began in 1961, one of which was broadcast on the World Food Network.
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Virtual Tour
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Virtual Tour
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Virtual Tour
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Open House:
Oct 25, 2026, 1:00 PM - 3:00 PM
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Listing No. R1713930
Listing No. R1649315
Listing No. R1676105
Listing No. R1706227
Listing No. R1713174
Listing No. R1700542
Listing No. R1714822
Listing No. R1721757
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82 Cliffside Drive Canandaigua, NY 14424
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$399,900
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Beds 2 Baths 2 SqFt 1,410 Property Type Condo
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Listing No. R1721035
Open House:
Oct 25, 2026, 1:00 PM - 3:00 PM
Listing No. R1724316
Listing No. R1700307
(26)
$219,900
3 3 Beds
1 1 Baths
1,209 Sqft 1,209 Sqft
R1713930 Listing No. R1713930
House Property Type: House
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(12)
$1,817,000
5 5 Beds
3 | 1 3 | 1 Baths
2,827 Sqft 2,827 Sqft
R1649315 Listing No. R1649315
House Property Type: House
(12)
(50)
$875,000
2 2 Beds
2 | 1 2 | 1 Baths
1,984 Sqft 1,984 Sqft
R1676105 Listing No. R1676105
House Property Type: House
(50)
(49)
$630,000
4 4 Beds
2 2 Baths
2,085 Sqft 2,085 Sqft
R1706227 Listing No. R1706227
Condo Property Type: Condo
(49)
(35)
$595,000
5 5 Beds
3 3 Baths
3,033 Sqft 3,033 Sqft
R1713174 Listing No. R1713174
House Property Type: House
(35)
VIRTUAL TOUR
(41)
$529,900
3 3 Beds
3 3 Baths
2,378 Sqft 2,378 Sqft
R1700542 Listing No. R1700542
House Property Type: House
VIRTUAL TOUR
(41)
VIRTUAL TOUR
(50)
$499,900
4 4 Beds
2 2 Baths
2,698 Sqft 2,698 Sqft
R1714822 Listing No. R1714822
House Property Type: House
VIRTUAL TOUR
(50)
VIRTUAL TOUR
(32)
$499,900
4 4 Beds
3 3 Baths
2,177 Sqft 2,177 Sqft
R1721757 Listing No. R1721757
House Property Type: House
VIRTUAL TOUR
(32)
(40)
$399,900
2 2 Beds
2 2 Baths
1,410 Sqft 1,410 Sqft
R1721035 Listing No. R1721035
Condo Property Type: Condo
(40)
Open House: Oct 25, 2026, 1:00 PM - 3:00 PM
(42)
$399,000
4 4 Beds
2 | 1 2 | 1 Baths
2,196 Sqft 2,196 Sqft
R1724316 Listing No. R1724316
House Property Type: House
(42)
(40)
$389,900
2 2 Beds
1 | 1 1 | 1 Baths
1,638 Sqft 1,638 Sqft
R1700307 Listing No. R1700307
Condo Property Type: Condo
(40)
(45)
$374,900
3 3 Beds
2 2 Baths
1,495 Sqft 1,495 Sqft
R1656182 Listing No. R1656182
Condo Property Type: Condo
(45)