10027 John s Mosby Hwy Upperville, VA 20184
Estimated payment $22,053/month
Highlights
- Hot Property
- Equestrian Center
- Mountainous Lot
About This Lot
Virginia’s renowned Hunt Country provides the fabulous setting for this exquisite country estate, encompassing over 51.7 acres of verdant pastures, lush woodlands. and towering trees. A long and picturesque driveway, alongside a sparkling, meandering stream, winds through the woods and leads to the entrance of this stunning three-level English manor home. Boasting a total of 7 spacious Bedrooms, 7 Baths, and over 6,935 square feet of spectacular living space, this stately home is private, secluded, and ideally located in prestigious Greystone. The historic villages of Upperville and Middleburg are just minutes away, offering fine shops, wonderful restaurants, bucolic vineyards, sporting clubs, and excellent schools. The breathtaking views of the magnificent Blue Ridge Mountains serve as a backdrop and create a simply magical setting. Upon entering the main residence, the extraordinary architectural design and uncompromising quality of workmanship is immediately evident. The dramatic Center Hall offers a warm and gracious reception and extends to the rear faade, with French doors accessing an absolutely gorgeous courtyard. A beautiful gunite Pool, bordered by field stone terraces and brilliant gardens, create a magical and serene setting. Showcasing some of the outstanding features of this impeccable property are spacious rooms, 11’ high ceilings, vaulted and beamed ceilings, multiple French doors and walls of windows, bathing the rooms in natural sunlight. The Main House features handsome crown moldings, gleaming hardwood floors, and three beautiful wood burning fireplaces, adding warmth and charm to the ambiance of the rooms. The Kitchen, which is highlighted by premium appliances (Viking and SubZero), opens to the Great Room. The Primary Bedroom was completely remodeled, and the luxurious Bath includes heated flooring, stone counter tops and a fantastic soaking tub. The second level features three spacious Bedrooms, one of which is currently used as an additional office. Two more lovely, tiled full Bathrooms are located here. The stunning lower Walk Out Level is ideal for many uses. There is an additional Bedroom, a crafts room, a Family Room and two additional full Baths. A fabulous new wing / Pool House/ Guest Quarters, was added to the main residence. It greatly expanded the living space and includes a gorgeous Great Room, a paneled Library, a second Kitchen, two additional Bedrooms and two additional full Baths, plus a wonderful, screened Porch, overlooking the Pool and courtyard. This entire wing is tastefully designed and beautifully appointed, creating a marvelous area for the enjoyment of both family and friends. This wing is perfect as an in-law suite, guest suite, private office or separate living quarters for extended family. Huge windows grace every wall and capture scenic vistas of the open fields and paddock, perfect for the equestrian, with a four-board fenced paddock and run-in shed. Westfield is a splendid country estate, beautifully appointed and built with extraordinary quality, offering the utmost in a gracious and luxurious lifestyle. Highlights of Westfield: Whole House Generator / Heated gunite inground pool / Pool and cover completely rebuilt in 2021 / Exterior of stucco and stone / Wood and tiled flooring / 11-foot-high ceilings, vaulted, coffered and tray ceilings / Three bay attached garage / Beautiful stone fountain serves as centerpiece of the courtyard / An addition of a new wing overlooking the Pool and courtyard / Mature Orchard includes: Peaches, Apples & Plums / Shooting Range for Target practice/Window treatments in Living Room, Foyer, Kitchen, new in 2023/Water treatment system was upgraded and replaced in April 2025/Home Alarm System was fully replaced in 2024/Whole House Sound System upgraded in early 2023/Pool Heater replaced in 2024/Pool and Automatic Cover completely rebuilt in 2021/Pool motor replaced in April 2025.
Listing provided by: Thomas and Talbot

Property Details
Property Type
- Land
Est. Annual Taxes
- $22,258
Lot Details
- Mountainous Lot
- Current uses include hunting/fishing, vineyard, orchard
- Potential uses include orchard, vineyard
Horse Facilities and Amenities
- Equestrian Center
- Horses Allowed On Property
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $22,258 | $2,301,800 | $563,100 | $1,738,700 |
2024 | $21,720 | $2,301,800 | $563,100 | $1,738,700 |
2023 | $20,799 | $2,852,600 | $1,113,900 | $1,738,700 |
2022 | $20,799 | $2,852,600 | $1,113,900 | $1,738,700 |
2021 | $16,217 | $2,182,500 | $1,113,900 | $1,068,600 |
2020 | $16,217 | $2,182,500 | $1,113,900 | $1,068,600 |
2019 | $12,259 | $2,182,500 | $1,113,900 | $1,068,600 |
2018 | $16,021 | $2,182,500 | $1,113,900 | $1,068,600 |
2016 | $16,178 | $2,140,300 | $1,113,900 | $1,026,400 |
2015 | -- | $2,140,300 | $1,113,900 | $1,026,400 |
2014 | -- | $2,140,300 | $1,113,900 | $1,026,400 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
04/23/2025 04/23/25 | For Sale | $3,650,000 | -- | $443 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $1,450,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $235,838 | New Conventional | |
Closed | $250,001 | New Conventional | |
Open | $1,200,000 | No Value Available |
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