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Middlebury Homes for Sale

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  • /50

    $749,900

    • 6 Beds
    • 5 Baths
    • 8,224 Sq Ft

    1470 State Route 19, Wyoming, NY 14591

    This is a one-of-a-kind opportunity to own a truly remarkable estate home with a rich history and representing the epitome of timeless elegance and sophistication in Wyoming, NY. Perfect for a potential bed and breakfast or the ultimate in privacy this home features half of the upstairs as the owners wing, and the remainder of the bedrooms reside on the guest wing on the North side. The gourmet

    Agent Photo

    James Klossner

    Listing by Whitetail Properties Real Estate, LLC

    1470 State Route 19, Wyoming, NY 14591
  • /50

    $245,900

    $34K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,224 Sq Ft

    417 East Rd, Wyoming, NY 14591

    Welcome to 417 East Road! Situated on just shy of an acre, this beautifully maintained ranch in Wyoming offers the ease of one-level living with exceptional indoor and outdoor spaces designed for everyday comfort and entertaining. The newer kitchen features granite countertops, breakfast bar with three seats, newer appliances (2022), and opens to the main living areas, creating a functional

    Agent Photo

    Kelly Roche

    Listing by RE/MAX Plus

    417 East Rd, Wyoming, NY 14591
  • /61

    $799,900

    • 8 Beds
    • 6 Baths
    • 8,200 Sq Ft

    1470 State Route 19, Wyoming, NY 14591

    Whitetail Properties is proud to present a one-of-a-kind opportunity to own a truly remarkable estate home with a rich history and representing the epitome of timeless elegance and sophistication in Wyoming, NY. Nestled amidst picturesque surroundings with beautiful gardens, the Golden Meadows Farm is a historical gem that offers a lifestyle of grandeur and luxury in a private setting. The

    Paul Vaicunas Whitetail Properties Real Estate

    1470 State Route 19, Wyoming, NY 14591
  • /34

    $275,000

    $275K PRICE INCREASE Pre-Foreclosure
    • 4 Beds
    • 2 Baths
    • 2,211 Sq Ft

    484 Bank Rd, East Bethany, NY 14054

    Welcome to your own slice of country paradise! Situated on 2 beautiful acres, this spacious 4-bedroom, 2-bath home offers the perfect blend of comfort, space, and outdoor enjoyment. Move-in ready and mostly updated throughout, this property is ideal for those looking for a home they can enjoy from day one while still having the opportunity to add their own personal touches over time.Outside,

    Adrienne Wright Listing by WNY Metro Roberts Realty

    484 Bank Rd, East Bethany, NY 14054
  • /49

    $79,000

    Open House 9/26
    • Land
    • 3.99 Acres
    • $19,799 per Acre

    71 S Academy St, Middlebury, NY 14591

    Exceptional 4-acre parcel on the edge of Wyoming Village, home of the AppleUmpkin festival, and just steps away from Wyoming School. The centerpiece of this lovely piece of property is the historic barn! It was originally used to process wheat, with a door on either side that would be opened wide to blow away the chaff! More recently it was a successful antique store. With electric and a gas

    Grace Worthington Listing by NextHome Prosper

    71 S Academy St, Middlebury, NY 14591
  • /20

    $89,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,328 Sq Ft

    25 N Academy St, Wyoming, NY 14591

    Great opportunity in the Village of Wyoming. This colonial style is over 2300 in square feet and has so much potential. The property offers 3 bedrooms and 2 full bathrooms with the possibilty of a 4th bedroom or office. The home sits on a 2.14 acre lot that backs to a wooded area for privacy. Spacious kitchen with plenty of cabinets and a walk-in pantry. 1st floor laundry room. Upstairs offers 2

    Gloria Magin Listing by RE/MAX Plus

    25 N Academy St, Wyoming, NY 14591

Middlebury, NY, NY Home Prices vs. Nearby Neighborhoods

Middlebury Alexander Orangeville Pavilion
Median Home Price
$219,900
$249,900
$209,950
$180,000
Median Sale Price
$190,000
-27% YoY
$280,750
+28% YoY
$269,900
-16% YoY
$185,410
-14% YoY
Median Single Family Price
$235,000
$280,750
$201,950
$185,410
Total Active Listings
4 listings
5 listings
9 listings
1 listing
Market Conditions
3 Months of Supply
Seller's Market
3 Months of Supply
Seller's Market
8 Months of Supply
Buyer's Market
1 Month of Supply
Seller's Market

Frequently Asked Questions Why Live in Middlebury

Is Middlebury a good place to live?
Middlebury is a good place to live. Middlebury is considered very car-dependent and somewhat bikeable. Middlebury has 1 park for recreational activities.It has a median age of 45. The average household income is $96,473 which is below the national average. College graduates make up 20.9% of residents. A majority of residents in Middlebury are home owners, with 15% of residents renting and 85% of residents owning their home. A local real estate agent serving Middlebury can help you decide if this neighborhood is the right one for you. Learn more on our Middlebury neighborhood guide.
How much do you need to make to afford a house in Middlebury?
The median home price in Middlebury is $219,900. If you put a 20% down payment of $44,000 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $1,140 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $49K a year to afford the median home price in Middlebury. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middlebury is $96K.
What are the best public schools in Middlebury?
The best public schools that serve Middlebury are:
What are the best private schools in Middlebury?
The best private schools that serve Middlebury are:
What are the most popular zip codes in Middlebury, Middlebury, NY?
The most popular zip codes in Middlebury, Middlebury, NY include 14591, 14054, 14011, 14569 and 14040.
Are home prices dropping in Middlebury?
Yes, home prices in Middlebury are down 20% in the last 12 months.
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