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Newest Homes for Sale in Upperville, VA

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  • /50

    $19,800,000

    • 11 Beds
    • 13 Baths
    • 17,000 Sq Ft

    21846 Trappe Rd, Upperville, VA 20184

    Set amid the picturesque countryside of Upperville, Virginia, Ayrshire Farm rises from the landscape with a presence that feels both timeless and stately. Encompassing 571 acres in the heart of the Virginia Piedmont, the estate is rich in heritage, design, and purposeful land stewardship. Few properties in the region balance these elements with such ease or at this scale. The manor house,

    Daniel Heider TTR Sotheby's International Realty

    21846 Trappe Rd, Upperville, VA 20184
  • /123

    $11,200,000

    • 4 Beds
    • 3.5 Baths
    • 8,613 Sq Ft

    1610 Delaplane Grade Rd, Upperville, VA 20184

    Peace and Plenty at Bollingbrook, circa 1809, presents an outstanding property in the history of Virginia. Originally part of a 9,600-acre land patent from Lord Fairfax in 1731 it later became a wedding present of 790 acres in 1809 whereas the one-story, Federal brick house of four rooms was constructed. Later in 1830, Robert Bolling added 21 rooms creating an ornate and classic Jeffersonian

    Susan Hensley Hunt Country Sotheby's International Realty

    1610 Delaplane Grade Rd, Upperville, VA 20184
  • /44

    $899,000

    • 4 Beds
    • 2 Baths
    • 2,775 Sq Ft

    1170 Parker St, Upperville, VA 20184

    Tucked away on a quiet dead-end street on the southern edge of historic Upperville is this beautifully updated contemporary brick home offering the best of country living—peaceful, private and within walking distance to a village favorite - the Hunter’s Head Tavern. Set on 1.8 open acres, this thoughtfully renovated home features an open main-level layout ideal for modern living. The living and

    Agent Photo

    Cricket Bedford

    Thomas and Talbot Estate Properties, Inc.

    (540) 517-6497

    1170 Parker St, Upperville, VA 20184
  • /42

    $1,175,000

    • 4 Beds
    • 2 Baths
    • 2,775 Sq Ft

    1170 Parker St, Upperville, VA 20184

    Rare village offering with acreage and views! Tucked away on a quiet dead-end street on the southern edge of historic Upperville, this beautifully updated brick home offers the best of country living—peaceful, private, and within walking distance to a village favorite - the Hunter’s Head Tavern. Set on 1.8 acres and offered with an adjacent 2+ acre buildable parcel, this is a unique opportunity

    Agent Photo

    Cricket Bedford

    Thomas and Talbot Estate Properties, Inc.

    (540) 517-6892

    1170 Parker St, Upperville, VA 20184
  • /80

    $2,725,000

    • 4 Beds
    • 2.5 Baths
    • 3,216 Sq Ft

    10157 John s Mosby Hwy, Upperville, VA 20184

    Welcome to Slate Hill, an exquisite country estate on almost 10 acres. Fully renovated interior and exterior in 2021 with all original features retained, including wide heart pine flooring throughout and detailed woodwork. This elegant c. 1700’s property has 4 bedrooms, 2.5 full baths and combines a wonderful mix of old and new. The property was originally a portion of the 2,000 acre land patent

    Will Driskill Thomas and Talbot Estate Properties, Inc.

    10157 John s Mosby Hwy, Upperville, VA 20184

Frequently Asked Questions

What is the average home price in Upperville, VA?
Homes for sale in Upperville, VA have an average home price of $3,517,705.
How many homes have sold over the last 12 months in Upperville, VA?
12 homes have sold in Upperville, VA over the last 12 months.
What are the most popular zip codes in Upperville, VA?
The most popular zip codes in Upperville, VA include 20184, 20144, 20117, 20130 and 20115.
How much do you need to make to afford a house in Upperville?
The median home price in Upperville is $1,295,000. If you put a 20% down payment of $259,000 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $6,390 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $274K a year to afford the median home price in Upperville. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Upperville, VA?
Upperville, VA has highly rated public and private schools. Some of the best schools in Upperville based on Niche Grades are Loudoun Valley High School, Blue Ridge Middle School and Fauquier High School. Browse all the schools in Upperville, VA to learn more.

Home Trends in Upperville, VA

Housing Trends

Median Sale Price
$1,260,000
Median Single Family Sale Price
$1,295,000
Average Price Per Sq Ft
$559
Number of Homes for Sale
4
Last 12 months Home Sales
12
Months of Supply
4.00
Median List Price
$1,295,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
46%
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