Canandaigua, NY Homes

• 

  

  

  /48

  $374,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  50 Deerfield Dr, Canandaigua, NY 14424

  Rarely available in the highly desirable Deerfield Drive neighborhood, this Canandaigua Colonial is one you won’t want to miss! Fully move-in ready with both cosmetic and mechanical upgrades, this home truly has it all including 4 beds, 2 full baths, over 1,800 SqFt & every inch has been updated! Fantastic curb appeal greets you with a freshly painted exterior, meticulously maintained

  Amanda Friend Listing by Keller Williams Realty Greater Rochester

  

  50 Deerfield Dr, Canandaigua, NY 14424
• 

  

  

  /25

  $350,000 Sold Sep 16, 2025

  • 1,417 Sq Ft
  • $247/SF
  • 35 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 2000

  112 Stewart Place, Canandaigua, NY 14424

  WOW, this rarely available 3 bedroom, 1,417 Sq Ft ranch home is located on a quiet, sought after, city street/community setting - which may be what you are looking for! Convenient to all Canandaigua has to offer. Large living room - with a row of windows for natural light, master suite with a large walk-in closet, full bath with both a tub and shower stall. First floor laundry. Nicely appointed

  Jeffrey Henderson Listing by Keller Williams Realty Gateway

  

  112 Stewart Place, Canandaigua, NY 14424
• 

  

  

  /50

  Est $464,914 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft

  4917 Bramblewood Trail, Canandaigua, NY 14424

  

  4917 Bramblewood Trail, Canandaigua, NY 14424
• 

  

  

  /25

  $429,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  5138 Cheshire Glen Rd Unit 240D, Canandaigua, NY 14424

  Welcome to 5138 Cheshire Glenn, located in the Villas at Canandaigua. Discover your dream townhome in a highly sought-after Finger Lakes community! This beautiful 3-bedroom residence offers a perfect blend of comfort and convenience. Enjoy the serene parklike surroundings and take advantage of the fantastic clubhouse, the heart of this vibrant neighborhood. With ample space and a prime location,

  Brett Waterman Listing by WCI Realty

  

  5138 Cheshire Glen Rd Unit 240D, Canandaigua, NY 14424
• 

  

  

  /29

  $180,000 Sold Sep 15, 2025

  • 1,960 Sq Ft
  • $92/SF
  • 25 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1900

  220 West Ave, Canandaigua, NY 14424

  Showings start 12pm Tuesday 7/29 & OFFERS PRESENTED UPON RECEIPT! Open houses Tuesday and Wednesday 12-2pm & 4-7pm! Don’t miss this opportunity to make this lovely city colonial yours! A beautiful full front porch that was rebuilt in 2015 welcomes you to this stunning home! FOUR bedrooms AND a finished walk up attic! Large formal living room, Large formal dining room AND a Parlor too- adorned

  Lori McAlees Listing by McAlees Realty

  

  220 West Ave, Canandaigua, NY 14424
• 

  

  /23

  Est $402,123 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft

  3307 Abbey Rd, Canandaigua, NY 14424

  

  3307 Abbey Rd, Canandaigua, NY 14424
• 

  

  /50

  $449,900 Pending

  • 4 Beds
  • 3 Baths
  • 2,380 Sq Ft

  42 Grove Dr, Canandaigua, NY 14424

  CANANDAIGUA GEM located in The Grove! You're technically in the City, but you would never know it in this special, private area! Tucked away at the back of The Grove community is this contemporary Cape Cod style home that's had over 55K in improvements in the last few years including ALL NEW WINDOWS, new hearth, mantle & woodstove, glass shower doors, lighting, new washer & dryer, new built in

  Noelle D'Amico Listing by Brightskye Realty, LLC

  

  42 Grove Dr, Canandaigua, NY 14424
• 

  

  /28

  $162,500 Sold Sep 15, 2025

  • 1,206 Sq Ft
  • $135/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1844

  130 Fort Hill Ave, Canandaigua, NY 14424

  Welcome to this charming Colonial in the heart of the City of Canandaigua! Nestled on a desirable, sidewalk lined street with fantastic curb appeal, this home is just moments from historic downtown, Canandaigua Lake, local schools, and parks. Enjoy relaxing on the inviting front porch or exploring nearby Sonnenberg Park & Gardens and Evans Field, both just steps away. Inside, you’ll find over

  Amanda Friend Listing by Keller Williams Realty Greater Rochester

  

  130 Fort Hill Ave, Canandaigua, NY 14424
• 

  

  /31

  Est $419,159 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,919 Sq Ft

  2411 Smith Rd, Canandaigua, NY 14424

  

  2411 Smith Rd, Canandaigua, NY 14424
• 

  

  /43

  $434,900 Pending

  • 4 Beds
  • 3 Baths
  • 1,650 Sq Ft

  57 Cliffside Dr, Canandaigua, NY 14424

  Spacious top level 4 bedroom, 3 bath condo with spectacular lakeviews. Open living, dining and kitchen area, two balconies. Enjoy Canandaigua Lake resort living with low taxes and maintenance freedom. Amenities include private beach, pickleball, tennis community center, fitness room, library, gather rooms, fire pits, playground, basketball, picnic area and more. Located in the heart if wine

  Tamara Benziger Listing by Caprini Realtors

  

  57 Cliffside Dr, Canandaigua, NY 14424
• 

  

  /27

  $299,000 Sold Sep 15, 2025

  • 1,702 Sq Ft
  • $176/SF
  • 53 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1991

  56 Midlakes Dr, Canandaigua, NY 14424

  Open House has been cancelled. Legion Heights original section, highly sought after. First floor primary suite. Within Canandaigua city limits, walking distance to shopping, churches, library & restaurants. Close to the lake and all of it's amenities, boating, swimming, kayaking, & the many parks. Living in the "Chosen Spot" is like a vacation everyday! This well constructed, beautifully

  Karen Baker Listing by Mitchell Pierson, Jr., Inc.

  

  56 Midlakes Dr, Canandaigua, NY 14424
• 

  

  /33

  Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,632 Sq Ft

  3948 State Route 364, Canandaigua, NY 14424

  

  3948 State Route 364, Canandaigua, NY 14424
• 

  

  /37

  $344,900 Pending

  • 5 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  31 Deerfield Dr, Canandaigua, NY 14424

  Welcome to this charming colonial home located in a picturesque neighborhood! The main level features beautiful original hardwood floors, a cozy wood-burning fireplace, an efficient kitchen, and formal dining room. Showcasing an additional 323 square feet of living space on the first floor, currently the primary bedroom. There is a half bath off the kitchen and a mudroom that has its own separate

  Theresa Didion Listing by Keller Williams Realty Gateway

  

  31 Deerfield Dr, Canandaigua, NY 14424
• 

  

  /38

  $355,000 Sold Sep 12, 2025

  • 2,508 Sq Ft
  • $142/SF
  • 28 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  5506 State Route 21, Canandaigua, NY 14424

  Cue the chirping birds and pour yourself a glass of sweet tea... this modern farmhouse is serving up country charm with a serious side of YES PLEASE.With 4 bedrooms, 3 full baths, and a vibe that says “Magnolia Market meets Pinterest board goals,” this home is where rustic coziness and clean modern lines shake hands and make magic. The oversized primary suite? A retreat and a half —

  Gabrielle Marino Listing by Revolution Real Estate

  

  5506 State Route 21, Canandaigua, NY 14424
• 

  

  /32

  Est $2,400,264 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 4,738 Sq Ft

  4962 Hillcrest Dr, Canandaigua, NY 14424

  

  4962 Hillcrest Dr, Canandaigua, NY 14424
• 

  

  /50

  $379,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,352 Sq Ft

  3809 Middle Cheshire Rd, Canandaigua, NY 14424

  Welcome home! Live just moments from downtown and the sparkling waters of Canandaigua Lake in this beautifully updated 4 bedroom, 2 full bath home on a highly desirable road. Over the course of ownership, thoughtful upgrades have made this home truly move in ready, including new windows, siding, 200 amp electric service, a professionally built retaining wall, and an oversized insolated 2 car

  Kurt Ledgerwood Listing by Griffith Realty Group

  

  3809 Middle Cheshire Rd, Canandaigua, NY 14424
• 

  

  /50

  $505,000 Sold Sep 12, 2025

  • 2,056 Sq Ft
  • $246/SF
  • 24 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1974

  4586 Misty Hill Dr, Canandaigua, NY 14424

  Really....No Joke......Here It Is....The Home you have been waiting for! Just Unpack, Relax & Enjoy! Stunning views of Canandaigua Lake with 75' of DEEDED water rights/access. Don't let this one pass you by. Pride of Ownership SHINES! Newer Solar panels make electric heating & cooling costs incredibly low. This very unique home is a 4 level split with walk-out lower level. The Top floor

  Ellen Carr Listing by Smart Real Estate

  

  4586 Misty Hill Dr, Canandaigua, NY 14424
• 

  

  /50

  Est $510,824 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,449 Sq Ft

  5150 Wyffels Rd, Canandaigua, NY 14424

  

  5150 Wyffels Rd, Canandaigua, NY 14424
• 

  

  /44

  $419,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,836 Sq Ft

  34 Dungan St, Canandaigua, NY 14424

  **Buyer Bonus of $5,000.00 at closing for an accepted offer by 10/1/2025!!** Own a special piece of Canandaigua history with this beautifully maintained home in the heart of the historic district! Just minutes from Downtown and picturesque Canandaigua Lake, this property combines timeless charm and elegance with the modern updates and conveniences of today. A welcoming, expansive front porch with

  Danielle Clement Listing by Tru Agent Real Estate

  

  34 Dungan St, Canandaigua, NY 14424
• 

  

  /48

  $500,000 Sold Sep 12, 2025

  • 2,710 Sq Ft
  • $185/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1979

  5221 Lower Egypt Rd, Canandaigua, NY 14424

  An absolute RARITY, a home you will wait a LIFETIME to find again- Welcome to 5221 Lower Egypt Rd an expansive 3 Bedroom, 2.1 Bath RANCH boasting over 2,700 sq ft of mid century modern LUXURY! NATURE LOVERS BLISS with NEAR 7 ACRES of pure privacy backing to PRIVATE CREEK- 8 minute drive to Canandaigua Lake to enjoy boating or 8 minutes to Bristol Mountain for winter sports! Circular driveway to

  Ashley Nowak Listing by Howard Hanna

  

  5221 Lower Egypt Rd, Canandaigua, NY 14424
• 

  

  /41

  Est $530,875 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,164 Sq Ft

  5529 Hagen Trail, Canandaigua, NY 14424

  

  5529 Hagen Trail, Canandaigua, NY 14424
• 

  

  /50

  $379,999 Under Contract

  • 4 Beds
  • 1.5 Baths
  • 3,025 Sq Ft

  5587 State Route 64, Canandaigua, NY 14424

  LOCATION LOCATION LOCATION!!! Very close to Bristol Mountain Ski Resort! This well maintained farmhouse will bring you back in time with its character, while offering many modern day updates. The heart of the home is the open concept kitchen/living room which has a beautiful brick fireplace converted to gas, perfect for curling up with a good book. The kitchen adorns Brookhaven cupboards,

  Marjorie Mincer Listing by Howard Hanna

  

  5587 State Route 64, Canandaigua, NY 14424
• 

  

  /28

  $376,000 Sold Sep 11, 2025

  • 2,106 Sq Ft
  • $179/SF
  • 9 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2012

  5194 Overlook Ln, Canandaigua, NY 14424

  Move right into this spacious 2106 sq ft Canandaigua home, ideally located just minutes from the sparkling waters of Canandaigua Lake! This beautiful 3-bedroom, 2.5-bath residence boasts gleaming hardwood floors throughout, creating a warm and inviting atmosphere. Entertain with ease in the elegant formal dining room, complete with a sliding glass door that opens directly to the expansive back

  Cathy Shelanskey Listing by Keller Williams Realty Gateway

  

  5194 Overlook Ln, Canandaigua, NY 14424
• 

  

  /6

  Est $130,974 Not Listed For Sale

  • 3 Beds

  4187 State Route 364, Canandaigua, NY 14424

  

  4187 State Route 364, Canandaigua, NY 14424
• 

  

  /47

  $224,900

  • 6 Beds
  • 3 Baths
  • 3,404 Sq Ft

  177 Gibson St, Canandaigua, NY 14424

  INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY IN THE HEART OF CANANDAIGUA! Welcome to 177–179 Gibson St. A Spacious Duplex Offering Over 3,400 Sq Ft of Total Living Space on a 0.28 Acre Lot, Just Minutes from Canandaigua Lake. This Sought-After Street is Lined w/Beautiful Stately Historic Homes. Walk to Main Street Shops, Restaurants & Local Amenities! Each Unit has Separate Utilities for Gas,

  Susan Glenz Listing by Keller Williams Realty Gateway

  

  177 Gibson St, Canandaigua, NY 14424
• 

  

  /39

  $212,000 Sold Sep 10, 2025

  • 1,416 Sq Ft
  • $150/SF
  • 15 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1880

  133 Phoenix St, Canandaigua, NY 14424

  Located in the heart of Canandaigua, this charming 3-bedroom single-family home offers the perfect blend of comfort and convenience. Enjoy an updated kitchen, rich hardwood floors, and a first-floor bedroom with a full bath. The second floor features two more bedrooms plus a spacious open loft—ideal for work or play. This well-maintained home offers more than just charm—it’s smart investing, too.

  Rose Gabriele-Angell Listing by RE/MAX Plus

  

  133 Phoenix St, Canandaigua, NY 14424
• 

  

  /50

  Est $476,701 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,846 Sq Ft

  3331 Dandelion Trail, Canandaigua, NY 14424

  

  3331 Dandelion Trail, Canandaigua, NY 14424
• 

  

  /34

  $339,900

  • Land
  • 54 Acres
  • $6,294 per Acre

  0 New York 96, Canandaigua, NY 14425

  If you're looking for a fully established, ready-to-hunt property with proven success in a prime location— look no further. This 54-acre turnkey hunting retreat offers everything a serious outdoorsman needs all just 1.8 miles from the NYS Thruway. This land features a perfect mix of open fields, thick bedding cover, hardwoods, and maintained paths — ideal for attracting and holding wild game.

  Lauren Hanggi Listing by Keller Williams Realty Gateway

  

  0 New York 96, Canandaigua, NY 14425
• 

  

  /50

  $900,000 Sold Sep 09, 2025

  • 4,636 Sq Ft
  • $194/SF
  • 36 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1989

  6242 Goff Rd, Canandaigua, NY 14424

  RARE FIND! Spectacular unparalleled country estate for sale in Canandaigua with seasonal lake views! This nature lover’s paradise affords the perfect blend of seclusion and access. Enjoy approx. 27 private acres with amenities like fine dining, shopping, Wegmans and Thompson Hospital less than 15 minutes away. Capture breathtaking long range views and sunrises overlooking Canandaigua

  Susan Glenz Listing by Keller Williams Realty Greater Rochester

  

  6242 Goff Rd, Canandaigua, NY 14424
• 

  

  /34

  Est $392,975 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,734 Sq Ft

  3315 Dandelion Trail, Canandaigua, NY 14424

  

  3315 Dandelion Trail, Canandaigua, NY 14424
• 

  

  /50

  $3,500,000

  • 5 Beds
  • 5 Baths
  • 6,500 Sq Ft

  4331 Tichenor Point Dr, Canandaigua, NY 14424

  Lakefront Estate with 200 feet level lakefront, sandy beach, permanent dock/boat hoists. Wonderful Ketmar built custom home with over 6500 square feet, 5 bedrooms, 3 full and 2 half baths, large family room kitchen with wood burning fireplace, huge living room and oversized dining room share see thru fireplace and have great lake views. chef`s kitchen and Morning/breakfast room. Living room and

  William Wheeler Listing by Mitchell Pierson, Jr., Inc.

  

  4331 Tichenor Point Dr, Canandaigua, NY 14424
• 

  

  /50

  $512,600 Sold Sep 08, 2025

  • 2,453 Sq Ft
  • $209/SF
  • 34 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1970

  6135 Dugway Rd, Canandaigua, NY 14424

  Tucked away in the scenic hills of Canandaigua, just minutes from the lake, wineries, breweries, Bristol Mtn, CMAC, Naples, and year-round attractions, this one-of-a-kind circular home offers the perfect blend of privacy, comfort, and income potential. Situated on 3.39 peaceful acres, the property is a fully compliant, active Airbnb with a solid history of rental income—making it a rare turnkey

  Carla Rosati Listing by RE/MAX Realty Group

  

  6135 Dugway Rd, Canandaigua, NY 14424
• 

  

  /50

  Est $832,881 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,136 Sq Ft

  2397 Mcintyre Rd, Canandaigua, NY 14424

  

  2397 Mcintyre Rd, Canandaigua, NY 14424
• 

  /2

  $1,250,000

  • Land
  • 0.25 Acre
  • $5,028,158 per Acre

  4241 County Road 16, Canandaigua, NY 14424

  You can't beat this location. Access to one of the crown jewels in the Finger Lakes as well as Public water and Sewers. Your dream house or guest house awaits. 100' of flat level frontage...they're not making anymore of these.This property must be sold with the listing at 4331 Tichenor Point. Some taxes are 2025 since not all 2026 uploaded to taxes yet.

  William Wheeler Listing by Mitchell Pierson, Jr., Inc.

  

  4241 County Road 16, Canandaigua, NY 14424
• 

  

  /50

  $560,000 Sold Sep 05, 2025

  • 10,023 Sq Ft
  • $56/SF
  • 16 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  40 S Main St, Canandaigua, NY 14424

  THIS BEAUTY JUST HIT THE MARKET !! FOR SALE – HISTORIC MIXED-USE BUILDING IN THE HEART OF CANANDAIGUA -- 40 South Main Street, Canandaigua, NY Step into a piece of Canandaigua's rich history with this remarkable corner property, documented as an important site in the city dating back to the 1800s. This stately and structurally sound historic building offers both commercial and residential

  Dawn Kane Listing by Hunt Real Estate ERA/Columbus

  

  40 S Main St, Canandaigua, NY 14424
• 

  

  /43

  Est $312,116 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  2021 County Road 8, Canandaigua, NY 14424

  

  2021 County Road 8, Canandaigua, NY 14424
• 

  

  /50

  $325,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,864 Sq Ft

  353 Gibson St, Canandaigua, NY 14424

  **Open House: Saturday 10/11 12-1:30pm** Every room here knows how to make an entrance—and so will you. This Canandaigua classic has been standing tall since the 1880s, lovingly updated to keep up with today’s lifestyle. With 1,864 sq. ft. of space on a 0.28-acre lot in the Canandaigua School District, it’s the kind of place that feels lived in, loved, and ready for your next chapter. Step inside

  Jennifer LaRoche Listing by Keller Williams Realty Gateway

  

  353 Gibson St, Canandaigua, NY 14424
• 

  

  /22

  $245,000 Sold Sep 05, 2025

  • 1,724 Sq Ft
  • $142/SF
  • 14 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1994

  28 Midlakes Dr, Canandaigua, NY 14424

  Discover the perfect blend of comfort and convenience in this end-unit townhouse in Canandaigua! Featuring 3 Bedrooms and 2.5 Baths, this home offers a bright and inviting living room with a cozy gas fireplace, a well equpped kitchen, and a first floor laundry for added ease. The walk-out lower level enhances the space, while the attached 2 car garage ensures ample parking. Two bedrooms on the

  Sandra Stebelton Listing by Howard Hanna

  

  28 Midlakes Dr, Canandaigua, NY 14424
• 

  /2

  Est $343,124 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft

  104 Washington St, Canandaigua, NY 14424

  104 Washington St, Canandaigua, NY 14424
• 

  

  /26

  $239,900 Open Sun 1PM - 3PM

  • 1 Bath
  • 710 Sq Ft

  105 Cliffside Dr, Canandaigua, NY 14424

  Lakefront resort living with maintenance freedom and low taxes. Breathtaking views from oversized, private balcony. Spacious studio condo (or easily convert to one bedroom). Large, open living area facing lake and hills. Easy walk to beach and marina. HOA fee includes: beach with chaise lounges, fire pit and grill; tennis and pickleball courts, community center with fitness room, gathering room,

  Tamara Benziger Listing by Caprini Realtors

  

  105 Cliffside Dr, Canandaigua, NY 14424

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