Middlesex, NY Homes

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  /50

  $2,400,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,158 Sq Ft

  1267 and 1265 S Lake Rd, Middlesex, NY 14507

  Canandaigua Lake Dream Home with 11.0 acres, 219’ of lakefront and over 3100 sq ft of living space. 2 parcels being sold together. 1267 and 1265 S Lake RD. Tax ID’s: 572800-021-071-0001-003-000-0000 AND 572800-021-071-0001-002-000-0000. Lakefront and acreage combined. This beautiful log home with adjacent property comes fully furnished. You’ll be in awe with its Adirondack style architecture,

  Brian Schmitt Listing by Finger Lakes Premier Prop.

  

  1267 and 1265 S Lake Rd, Middlesex, NY 14507
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  /50

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 2,090 Sq Ft
  • House for Rent

  1519 S Lake Rd, Middlesex, NY 14507

  FULLY FURNISHED SPECTACULAR WATERFRONT CANANDAIGUA LAKE DREAM LODGE. THIS AMAZING CANANDAIGUA LAKE HOME IS SITUATED ON 165FT OF WATERFRONT. YOU’LL BE AMAZED BY THE BEAUTY & TRANQUILITY OF THIS HOME. UPON ENTERING YOU’RE GREETED WITH A SPACIOUS FOYER. CATHEDRAL CEILING, WOOD BEAM FAMILY ROOM COMFORTABLY ACCOMMODATES ALL YOUR FAMILY & FRIENDS. ADDITIONAL SEATING IN THE SPERATE LIVING ROOM WITH AN

  Rich Testa Listing by Howard Hanna

  

  1519 S Lake Rd, Middlesex, NY 14507
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  /50

  $1,600,000 Sold Oct 07, 2025

  • 1,622 Sq Ft
  • $986/SF
  • 59 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1982

  1485 S Lake Rd, Middlesex, NY 14507

  Privacy, expansive lake frontage, and modern living all rolled into one! This one of a kind property on Canandaguia Lake boast 330 feet of lake frontage, 7.8 acres of private land, and a house that has been updated and cared for by the same owners for the last 18 years. The expansive beach front features 2 docks, a boat hoist, and a large deck that is perfect for entertaining, enjoying the water,

  Mary Jane Mahon Listing by RE/MAX Plus

  

  1485 S Lake Rd, Middlesex, NY 14507
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  /50

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft

  4846 Sunnyside Rd, Middlesex, NY 14507

  

  4846 Sunnyside Rd, Middlesex, NY 14507
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  /50

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  1060 State Route 364, Middlesex, NY 14507

  RARE Opportunity! Your Country Lifestyle Awaits on 8 Acres in Middlesex! Welcome To 1060 State Route 364. This Unique 1897 Built Colonial is Abundant w/Possibility, Whether You’re Dreaming of Homesteading, Hunting, Recreation, or Need the Ultimate Setup for Car Storage & Workshop Space. The Land Offers Both Privacy & Versatility, Waiting for You to Make This Your Own! Less than 20 Minutes to

  Susan Glenz Listing by Keller Williams Realty Gateway

  

  1060 State Route 364, Middlesex, NY 14507
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  /36

  $575,000 Sold Oct 03, 2025

  • 1,206 Sq Ft
  • $477/SF
  • 130 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2021

  5170 Sunnyside Rd, Middlesex, NY 14507

  This is your opportunity to own a newer lake home nestled on the eastern shores of beautiful Canandaigua Lake. Situated in a quiet lakefront community at the end of Sunnyside Rd, this property is the perfect retreat for peaceful lakefront living, offering 57 feet of level lake frontage to enjoy those unforgettable sunsets.Newly constructed in 2021, this residence showcases modern architecture

  Brian Schmitt Listing by Finger Lakes Premier Prop.

  

  5170 Sunnyside Rd, Middlesex, NY 14507
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  /33

  Est $417,145 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 2,240 Sq Ft

  1354 Phelps Rd, Middlesex, NY 14507

  

  1354 Phelps Rd, Middlesex, NY 14507
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  /50

  $299,900

  • 2 Beds
  • 1 Bath
  • 558 Sq Ft

  6355 Glenn Ave, Middlesex, NY 14507

  AMAZING CANANDAIGUA LAKE GETAWAY ON SPACIOUS LOT! RARE PROPERTY OPPORTUNITY! LOCATION! LOCATION! LOCATION! THIS IS THE BEST KEPT SECRET ON CANANDAIGUA LAKE! 100' SHARED BEACH OF THE NEWAGO COVE ASSOCIATION INCLUDING A BOAT LAUNCH DOCK & SWIM DOCK! ALL LAKE LEVEL FRONTAGE WITH ONE OF A KIND MILLION DOLLAR VIEWS!! NEARBY DOCKING IS AVAILABLE FOR YOUR BOAT TOO! THIS PROPERTY IS TURN KEY AND READY TO

  Rich Testa Listing by Howard Hanna

  

  6355 Glenn Ave, Middlesex, NY 14507
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  /50

  $349,900 Sold Sep 25, 2025

  • 2,142 Sq Ft
  • $163/SF
  • 81 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  1369 Italy Valley Rd, Naples, NY 14512

  64.5 acres – 3BR, 1.5BA Home w/ Barn, Pond & Privacy Near NaplesFreshly painted 3-bedroom, 1.5-bath home on 64.5 private acres just minutes from the Village of Naples. First floor features luxury vinyl laminate flooring, laundry room, bonus room, and spacious closets. Walk-out basement adds convenience and potential. Two-level barn offers storage or workspace. Property includes a 1/2-acre

  Mary St George Listing by Real Broker NY LLC

  

  1369 Italy Valley Rd, Naples, NY 14512
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  /6

  Est $193,703 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  1310 Phelps Rd, Middlesex, NY 14507

  

  1310 Phelps Rd, Middlesex, NY 14507
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  /50

  $41,900

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft

  6351 N Vine Valley Rd, Middlesex, NY 14507

  AMAZING CANANDAIGUA LAKE! BEST KEPT SECRET IN THE CANANDAIGUA LAKE AREA! VERY AFFORDABLE WAY TO ENJOY CANANDAIGUA LAKE! PRIVATE SETTING AT INDIAN VILLAGE PARK IN VINE VALLEY. INDIAN VILLAGE PARK RESIDENTS HAVE ACCESS TO INDIAN VILLAGE LAKE LEVEL BEACH WATERFRONT...PLUS YOU CAN DOCK YOUR BOAT TOO! THE MILLION DOLLAR VIEWS ARE JUST BREATHTAKING ALONG WITH THE AMAZING SUNSETS! THE IMMACULATE MOBILE

  Rich Testa Listing by Howard Hanna

  

  6351 N Vine Valley Rd, Middlesex, NY 14507
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  /37

  $408,350 Sold Sep 22, 2025

  • 1,644 Sq Ft
  • $248/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  1382 Wickam Rd, Middlesex, NY 14507

  This little oasis tucked into over 60-acres of protected woodlands is a the life-style choice you have been dreaming of for years.Architect designed in the 1980’s the house is built into the hill that is environmentally friendly, keeping it cool in the summer and warm in the winter. The owners have cared for this property like it was family, adding little extras at every turn. A covered

  Trip Pierson Listing by Mitchell Pierson, Jr., Inc.

  

  1382 Wickam Rd, Middlesex, NY 14507
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  /41

  Est $1,661,553 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,248 Sq Ft

  1379 S Lake Rd, Middlesex, NY 14507

  

  1379 S Lake Rd, Middlesex, NY 14507
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  /46

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  1221 Garden Ln, Middlesex, NY 14507

  Come see for yourself the beauty and magic that this chalet and property have to offer! Surrounded by nature and off the beaten path, this home is gently tucked back in the woods on a private road. Deeded nature trail rights extend your peace and tranquility well beyond its borders. Home has 3 bedrooms (one on first floor), two bathrooms (one on each floor), 1st floor laundry, a nice sized

  Tammy Hullings Listing by Amanda Grover Real Estate, LLC

  

  1221 Garden Ln, Middlesex, NY 14507
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  /8

  $919,000 Sold Sep 12, 2025

  • 1,710 Sq Ft
  • $537/SF
  • 74 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2024

  202 Charles Herrmann Way Unit 202, Benton, NY 14507

  Picture this. You walk out the door of your comfortable, open condominium and stroll down the private, quiet road to the outlet. You've gathered your supplies for the day as you hop in your boat, moored to your own personal boat slip. Away you go to spend a sunny day on beautiful Keuka Lake.Enjoy tranquility, seclusion, and small-town character and convenience at the same time at The

  John Waugh Listing by The Iversen Realty Group

  

  202 Charles Herrmann Way Unit 202, Benton, NY 14507
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  Est $417,495 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,952 Sq Ft

  4990 Knapp Rd, Middlesex, NY 14507

  

  4990 Knapp Rd, Middlesex, NY 14507
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  /6

  $180,000

  • Land
  • 45 Acres
  • $4,000 per Acre

  2190 Warren Rd, Middlesex, NY 14507

  Approximate address is 2190 Warren Road, Italy, NY. Buildable parcel with a pond and natural springs, lots of hardwood (red and white oak; walnut; maple), selectively harvested in 2010. Last surveyed in 2024. Wooded neighboring lots on all sides. Abundant wildlife (deer, turkey, bear), ~0.25 acre pond that is naturally fed by a spring, and lots of history, including a 1800s stone foundation. Over

  Derek Eisenberg Listing by Continental Real Estate Group

  

  2190 Warren Rd, Middlesex, NY 14507
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  /50

  $361,000 Sold Sep 11, 2025

  • 961 Sq Ft
  • $376/SF
  • 17 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1943

  789 Newago Ave, Middlesex, NY 14507

  SPECTACULAR CANANDAIGUA LAKE BEACH GETAWAY! RARE PROPERTY OPPORTUNITY! LOCATION! LOCATION! LOCATION! THIS IS THE BEST-KEPT SECRET ON CANANDAIGUA LAKE! THE PROPERTY IS LOCATED AT THE END OF THE STREET ON THE "GOLD COAST" OF NEWAGO COVE WITH AMAZING CANANDAIGUA LAKE VIEWS FROM YOUR DECK! 100' SHARED BEACH OF THE NEWAGO COVE ASSOCIATION INCLUDING A BOAT LAUNCH DOCK & SWIM DOCK! NEARBY DOCKING IS

  Rich Testa Listing by Howard Hanna

  

  789 Newago Ave, Middlesex, NY 14507
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  /33

  Est $168,640 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  1193 Lincoln Ave, Middlesex, NY 14507

  

  1193 Lincoln Ave, Middlesex, NY 14507
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  /49

  $859,900

  • 2 Beds
  • 2 Baths
  • 1,438 Sq Ft

  205 Charles Herrmann Way Unit 205, Benton, NY 14507

  Find peace and serenity on Keuka Lake's beautiful outlet at The Moorings on Keuka. A private neighborhood, the Moorings is removed and quiet yet conveniently close to everything you need. All of our homes are custom-built with only the best craftmanship and materials. Make your retreat perfectly suited to your lifestyle, exactly how you want it. This model is 2 bedrooms, 2 and a half

  John Waugh Listing by The Iversen Realty Group

  

  205 Charles Herrmann Way Unit 205, Benton, NY 14507
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  /35

  $230,000 Sold Sep 10, 2025

  • 1,456 Sq Ft
  • $158/SF
  • 21 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  1205 Upper Hill Rd, Middlesex, NY 14507

  Welcome to your own private escape! This spacious double-wide manufactured home sits on over 5 picturesque acres and offers 2 bedrooms with the potential for a 3rd and 2 full bathrooms. Enjoy a huge kitchen with brand-new appliances, an updated bathroom, and a brand-new furnace for comfort and efficiency. Step outside to your large wrap-around deck—perfect for entertaining, relaxing, and taking

  Emily Martini Listing by Keller Williams Realty Gateway

  

  1205 Upper Hill Rd, Middlesex, NY 14507
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  /34

  Est $160,359 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  5713 Underwood Hill Rd, Middlesex, NY 14507

  

  5713 Underwood Hill Rd, Middlesex, NY 14507
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  /29

  $950,000

  • Land
  • 96.8 Acres
  • $9,814 per Acre

  0 Town Line Rd, Middlesex, NY 14544

  Rarely available...97 acres of land with 2,500 feet of road frontage on both Townline Road and State Route 364, situated approximately one mile from Canandaigua Lake. There are 2 ponds on the property, 10 acres of Elvira grapes & 19 acres of Aurora grapes. There is a combination of open fields and hard woods on the remainder of the property. There is a rolling hill on the backside which allows

  Jon Bagley Listing by Griffith Realty Group

  

  0 Town Line Rd, Middlesex, NY 14544
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  /41

  $213,000 Sold Aug 15, 2025

  • 864 Sq Ft
  • $247/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1990

  1776 Upper Hill Rd, Middlesex, NY 14507

  Welcome to your own private wooded retreat! Nestled on nearly 5 peaceful acres, this thoughtfully maintained 2-bedroom, 1-bath home is the perfect escape for first-time buyers or anyone craving country charm with modern updates. Built in 1990, you'll enjoy peace of mind with a complete tear-off roof replacement in 2021 and new siding in 2015. Inside, a spacious living and dining area features a

  Rebecca Archetko-Ayers Listing by Empire Realty Group

  

  1776 Upper Hill Rd, Middlesex, NY 14507
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  /34

  Est $185,836 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  5541 Water St, Middlesex, NY 14507

  

  5541 Water St, Middlesex, NY 14507
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  /3

  $90,000

  • Land
  • 30 Acres
  • $3,000 per Acre

  1523 Italy Valley Rd, Middlesex, NY 14507

  Beautiful and private 30-acre parcel directly bordering national forest land. ideal for recreation, a secluded getaway, or your dream home in nature. Trails, wildlife, and serenity right out your backdoor.

  Jamie Jones Howard Hanna S Tier Inc

  1523 Italy Valley Rd, Middlesex, NY 14507
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  /50

  $420,000 Sold Aug 15, 2025

  • 1,952 Sq Ft
  • $215/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1981

  1601 Emerson Rd, Middlesex, NY 14507

  Brand New to Market* Don’t miss this RARE opportunity to own a truly unique ‘Nature Haven’ sitting on 40 acres of serene, private land! Imagine sipping coffee watching the sun rise over your stocked pond, or hiking your own manicured trails letting the dogs roam without a car in sight. The unmatched natural beauty and sounds of the birds, the water rushing through the creek. Deer, Otter, Heron

  Danielle Clement Listing by Tru Agent Real Estate

  

  1601 Emerson Rd, Middlesex, NY 14507
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  /50

  Est $132,829 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft

  1184 Church St, Middlesex, NY 14507

  

  1184 Church St, Middlesex, NY 14507
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  /6

  $19,900

  • Land
  • 2.41 Acres
  • $8,257 per Acre

  0 Warren Rd Unit R1582687, Middlesex, NY 14507

  Discover your private retreat with over 2 acres of wooded land nestled on a quiet, scenic road. This beautiful hilly lot offers a serene escape from the hustle and bustle of daily life. The natural landscape provides an ideal opportunity for hunting, with deer frequently spotted on the property. Whether you're looking for a peaceful place to build your dream home or a secluded getaway for outdoor

  Nathan Fox Listing by Berkshire Hathaway HS Zambito

  

  0 Warren Rd Unit R1582687, Middlesex, NY 14507
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  /49

  $285,000 Sold May 02, 2025

  • 2,322 Sq Ft
  • $123/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1975

  1890 Warren Rd, Middlesex, NY 14507

  Such a cool property! Nestled in the woods of Middlesex, this 3 bedroom 2.5 bathroom year-round home is ready for a buyer to make it sing! Set on OVER 17 ACRES with mature hardwoods, fruit trees and a large POND, the property includes a TWO-STORY BARN with a poured concrete floor, two separate bays, a separate garage/barn, and a metal storage container on site. HARDWOOD FLOORS in the

  Mary Worth Listing by Howard Hanna Lake Group

  

  1890 Warren Rd, Middlesex, NY 14507
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  /43

  Est $295,424 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,492 Sq Ft

  1158 Mertz Rd, Middlesex, NY 14507

  

  1158 Mertz Rd, Middlesex, NY 14507
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  /50

  $599,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,559 Sq Ft

  681 State Route 364, Middlesex, NY 14507

  Great package! 2001 build 3 bedroom, 2.5 bath ranch home with finished basement, rear deck, covered front porch and basement walk out, 2 car attached garage, 2 barns on 40 acres, 17 acres is tillable. Approximately 20 acres of woods. Excellent well provides endless water. 1150 feet of road frontage. Vacant, easy to show.

  Jon Bagley Listing by Griffith Realty Group

  

  681 State Route 364, Middlesex, NY 14507
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  /50

  $1,195,000 Sold Jan 10, 2025

  • 1,537 Sq Ft
  • $777/SF
  • 31 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1950

  670 Fisher Rd, Rushville, NY 14544

  CANANDAIGUA LAKE ULTIMATE NATURE PARADISE-MILLION DOLLAR VIEWS! Escape to tranquility with this contemporary ranch-style retreat nestled on the serene shores of Canandaigua Lake. Boasting 82' of waterfront, this secluded haven offers unparalleled privacy and breathtaking natural beauty. Enjoy the lake lifestyle with an expansive viewing deck, waterfront deck, permanent dock & boat station.

  Rich Testa Listing by Howard Hanna

  

  670 Fisher Rd, Rushville, NY 14544
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  /45

  Est $268,266 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,672 Sq Ft

  916 State Route 364, Middlesex, NY 14507

  

  916 State Route 364, Middlesex, NY 14507
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  /31

  $135,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft

  1136 Lincoln Ave, Middlesex, NY 14507

  This is your chance to own a great home in the Marcus Whitman School District! This traditional 2 story home offers 3 bedrooms with a possible 4th. One bathroom with a possible 2nd. Come see for yourself what works best for you. This home sits on a beautiful well maintained lot on a quiet neighborhood street surrounded by farmland. It boasts a circular blacktop driveway, enclosed front porch,

  Tammy Hullings Listing by Amanda Grover Real Estate, LLC

  

  1136 Lincoln Ave, Middlesex, NY 14507
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  /16

  $70,000 Sold Jan 09, 2025

  • 1,383 Sq Ft
  • $51/SF
  • 64 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1886

  591 State Route 245, Middlesex, NY 14507

  Loads of potential in this country home. Surrounded by farmland, this scenic setting provides the ability to enjoy wildlife viewing year round. Some mechanicals have been updated but updates throughout are required. Property to be taken "as is". Property has been winterized. Water will be turned on upon acceptance of an offer.

  Joanne Bardun Listing by Mitchell Pierson, Jr., Inc.

  

  591 State Route 245, Middlesex, NY 14507
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  /44

  Est $204,500 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,816 Sq Ft

  1080 State Route 364, Middlesex, NY 14507

  

  1080 State Route 364, Middlesex, NY 14507
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  /30

  $195,000 Pending

  • Land
  • 15 Acres
  • $13,000 per Acre

  1571 Emerson Rd, Middlesex, NY 14507

  Welcome to your private getaway! This cute one bedroom, one bathroom log cabin is the place for you to escape the hustle and bustle of life. Perfect for anyone looking for a place surrounded by the beauty of nature or a getaway weekend retreat look no further! Use yourself or share with others. Just a short distance from Penn Yan, Outlet Trail, The Windmill Farm Market, Keuka Wine and Brewery

  Tammy Hullings Listing by Amanda Grover Real Estate, LLC

  

  1571 Emerson Rd, Middlesex, NY 14507
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  /46

  $230,000 Sold Dec 24, 2024

  • 3,408 Sq Ft
  • $67/SF
  • 31 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1995

  1139 Lincoln Ave, Middlesex, NY 14507

  Don't miss this opportunity to own a large 2-story home with an-law suite or potential rental unit. Main part of house features 4 large bdrms, large bathroom on 2nd floor and half bath with laundry on 1st floor. Large eat-in kitchen with plenty of storage and a formal dining room. French doors off of kitchen lead to screened in porch with view of the backyard. In-law suite/rental unit has an

  Gloria Thomas Listing by Keller Williams Realty Gateway

  

  1139 Lincoln Ave, Middlesex, NY 14507
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  /50

  Est $1,136,436 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,527 Sq Ft

  1331 S Lake Rd, Middlesex, NY 14507

  

  1331 S Lake Rd, Middlesex, NY 14507

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