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Explore Similar Houses Within 2 Miles of Middlesex, NY

  • /48

    $599,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,258 Sq Ft

    7023 County Road 12, Naples, NY 14512

    There are properties you see... and then there are properties you feel—and this is one that stays with you. Set on over 14 acres in the rolling hills of South Bristol, this former sheep and crop farm offers rare, unobstructed 180-degree views of Canandaigua Lake that unfold in every season. At the heart of the property stands a late 1800s, two-story barn spanning 2,880 square feet, widely

    Lynn Dates Listing by Keller Williams Realty Greater Rochester

    7023 County Road 12, Naples, NY 14512
  • /30

    $499,000 Open Thu 4PM - 6PM

    • 5 Beds
    • 2.5 Baths
    • 3,410 Sq Ft

    199 E Swamp Rd, Penn Yan, NY 14527

    Rare opportunity to own a truly one-of-a-kind 5-bedroom, 2.5-bath geodesic estate set on 5 picturesque acres complete with an active stream and apple orchard. This architectural gem offers soaring ceilings, multiple skylights, and an abundance of natural light throughout. The chef’s kitchen features a center island and opens to a deck—perfect for enjoying summer meals while overlooking the

    Sandra Stebelton Listing by Howard Hanna

    199 E Swamp Rd, Penn Yan, NY 14527
  • /46

    $1,500,000

    • 8 Beds
    • 3.5 Baths
    • 5,000 Sq Ft

    5070 Town Line Rd, Rushville, NY 14544

    Welcome to the Finger Lakes at its finest living in this majestic home that features sweeping Canandaigua lake views. Not reflected in tax records, there's a little over 5000 square foot of living space with converted basement and attached garage. This exceptional country estate was designed to capture its surroundings. Vaulted ceilings and floor to ceiling windows that flood in natural light

    Rachel Roberts Listing by Empire Realty Group

    5070 Town Line Rd, Rushville, NY 14544
  • /50

    $520,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 4,377 Sq Ft

    4014 Belknap Hill Rd, Branchport, NY 14418

    This spacious 5 bedroom, 3.5 bathroom home offers the perfect blend of comfort, privacy, and natural beauty, set on an expansive 5 acre property. The home provides a peaceful retreat while still offering ample space for everyday living and entertaining. Inside, you’ll find a thoughtfully designed layout featuring generous living areas filled with natural light, a well-appointed kitchen with

    Samantha Lane-Tomion Listing by Keuka Lake & Land Realty

    4014 Belknap Hill Rd, Branchport, NY 14418
  • /49

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    12 Spy Glass Hill, Canandaigua, NY 14424

    Welcome to 12 Spy Glass Hill, a gem nestled in Canandaigua, NY. Imagine waking up to serene Canandaigua lake views and the sunrise- a sight that once was a dream, now a reality! This home is completely updated and turnkey, ready to welcome you. The generous four bedrooms and two and a half bathrooms provide ample space for everyone. Featuring a main floor Primary suite with fireplace, perfect for

    Robert Graham Listing by Tru Agent Real Estate

    12 Spy Glass Hill, Canandaigua, NY 14424
  • /25

    $274,900

    • 3 Beds
    • 2.5 Baths
    • 1,497 Sq Ft

    27 Andrews Way, Canandaigua, NY 14424

    BACK ON THE MARKET!Welcome to a rare find in Bristol Harbour Village! This beautifully maintained home with coveted lake access blends comfort, style, and waterfront living. Imagine starting your day with a peaceful stroll to the water’s edge or launching your kayak right from your neighborhood. The open-concept main floor flows seamlessly from the living room into the dining area and

    Jenna May Listing by Keller Williams Realty Greater Rochester

    27 Andrews Way, Canandaigua, NY 14424
  • /49

    $765,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,085 Sq Ft

    115 Cliffside Dr, Canandaigua, NY 14424

    SPECTACULAR Canandaigua Lake top level condo with million dollar lakeviews. Completely updated from top to bottom with upscale finishes. Move right in and enjoy luxury lake living in this beautifully remodeled condo. New, open kitchen with brand new appliances, granite countertops, tile backspash and high end finishes. Expansive living and dining area with built- ins, electric fireplace, full

    Tamara Benziger Listing by Caprini Realtors

    115 Cliffside Dr, Canandaigua, NY 14424
  • /50

    $3,395,000

    • 5 Beds
    • 4 Baths
    • 3,911 Sq Ft

    6985 State Route 21, Naples, NY 14512

    Nestled on the pristine shores of Canandaigua Lake,the historic Windemere Estate is a rare waterfront offering that blends timeless character with modern updates.The home features 5 bedrooms/4 full baths,including a first-floor main suite added in 2025.Sellers invested over $750k upgrading all major items such as roofs,HVAC, Septic,etc.The grand great room with fireplace,billiard room and large

    Kelli Conner Listing by Howard Hanna

    6985 State Route 21, Naples, NY 14512
  • /23

    $297,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    2507 Shanty Plains Rd, Penn Yan, NY 14527

    I'TS MAGICAL! Delightful all season retreat with 18 acres of peaceful woodland! Former Airbnb with many vacationers looking for a peaceful getaway! 1 bedroom with additional sleeping on the porch and living room! Full bath with convenient washer & dryer! Spacious living, dining and kitchen area for relaxing! Approved septic system, drilled well, propane heating system, updated electric service

    Bonnie Curbeau Listing by Curbeau Realty Inc.

    2507 Shanty Plains Rd, Penn Yan, NY 14527
  • /12

    $1,817,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,827 Sq Ft

    4 Terrace Dr, Canandaigua, NY 14424

    Wow! Take in breathtaking views of Canandaigua Lake from this newly built, modern home. Designed with an open floor plan and a grand foyer, this home features high-end appliances and a spacious walk-in pantry. Offering 4 bedrooms and 3 and a half bathrooms, with walk-in closets, this property combines luxury and functionality. Enjoy low utility costs thanks to energy-efficient geothermal heating

    John Waugh Listing by The Iversen Realty Group

    4 Terrace Dr, Canandaigua, NY 14424
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