$4,750,000

1388 Crenshaw Rd Upperville, VA

5 beds
5 full, 2 partial
7,225 sqft
5.1 acres
$657 / sqft
House

Property details

About 1388 Crenshaw Rd

Set on an idyllic five-acre parcel and bordering a 400-acre private estate, this extraordinary Neoclassical Palladian villa offers nearly 6,000 sq feet of interior living space with spectacular views of the iconic Blue Ridge Mountains. Originally built in 1997 by esteemed architect Errol Adels, the home finished a two-year renovation in late 2017 and continues to be well maintained. Inside, a magnificent great room includes the gourmet kitchen, dining room and two seating areas that overlook the terrace and swimming pool. Each of the home's five bedrooms - including two large ground level master suites - offer ensuite baths clad in floor to ceiling Carrara marble. Additional noteworthy features include 10' custom doors, custom oak cabinetry, Miele and Sub-Zero appliances, Italian marble countertops, Lefroy Brooks fixtures and sconces, 180-year-old reclaimed wide-plank flooring, and custom millwork throughout. The 1,225 sq foot guest house has a spacious entertaining space with a concealed full kitchen, large bedroom and ensuite bath. The pool, outdoor spaces and gardens are inviting and well proportioned. Tasteful decor. Completely private and in the middle of Virginia hunt country, Lily Pad is an ideal weekend or full-time reside

Highlights

Home typeSingle Family Residence
HeatingHeat Pump, Propane
StatusActive
CoolingCentral Air
Size7,225 sqft
BasementYes
Lot size5.07 Acres
Year built1997
MLS #VAFQ2016070
Private poolYes

Summary

  • Partial Bathrooms: 2
  • Full Bathrooms: 5
  • Appliances: Dishwasher, Dryer, Refrigerator, Gas Range, Oven, Washer, Disposal
  • Basement: Yes
  • Flooring Type: Wood
  • Interior: Eat-in Kitchen, Kitchen Island, Walk-In Closet(s)
  • Total Bedroom Count: 5
  • Private Pool: Yes
  • Architectural Style: Italianate
  • Heating: Heat Pump, Propane
  • Cooling: Central Air
  • List Price: $4,750,000
  • Price/SqFt: $657
  • Annual Tax Amount: $19,701
  • Tax Year: 2024
  • Directions: From Middleburg: Take Route 50 West towards Upperville aprox. 4.5 miles across Goose Creek Bridge. Just after bridge, take 1st LEFT onto Crenshaw Road. Take 2nd RIGHT into drive.
  • Year Built: 1997
  • Stories: 3
  • Living Area: 7,225 SqFt
  • Lot Size: 5.07 Acres
  • MLS Number: VAFQ2016070
  • MLS Name: CharlottesvilleVA
  • Office Name: TTR Sothebys International Realty
  • Office Phone: (540) 212-9993
  • Office Email: dswaak@ttrsir.com
  • Listing Agent: Laura Farrell

Broker Reciprocity The data relating to real estate for sale on this site comes in part from the Broker Reciprocity/IDX program of Charlottesville Area Association of REALTORS®, Greater Augusta Association of REALTORS® and Harrisonburg-Rockingham Association of REALTORS®. Real estate listings held by other brokerage firms are marked with the BR logo and detailed information about them includes the name of the listing brokers. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Charlottesville Area Association of REALTORS®, Greater Augusta Association of REALTORS® and Harrisonburg-Rockingham Association of REALTORS® does not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. Information deemed reliable but not guaranteed. Copyright © 2025 Charlottesville Area Association of REALTORS®, Greater Augusta Association of REALTORS® and Harrisonburg-Rockingham Association of REALTORS®. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 4/30/2025, 3:15:59 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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back of house featuring a chimney, a fenced in pool, and a lawn

$4,750,000

1388 Crenshaw Rd

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Price information

Property sales

DateEventPrice
Jan 27, 2022
Home Sold
$4,050,000
Nov 03, 2014
Home Sold
$1,750,000

Tax history

YearAssessmentProperty Tax
2024$2,087,800$19,701
2023$2,087,800$11,551
2022$2,084,800$11,551
2021$1,160,800$11,551
2020$1,160,800$11,552
2019$1,160,800$11,412
2018$1,160,800$11,412
2017$988,800$10,287

History based on county public records data.

Nearby schools

5

Banneker Elementary School

Public District KG-5

2.6 mi

35231 Snake Hill Rd

4

Middleburg Community Charter

Public Charter KG-5

4.9 mi

101 N Madison St

7

Claude Thompson Elementary School

Public District PK-5

4.9 mi

3284 Rectortown Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $70,252. The majority of Upperville, VA residents have income between $35k-100k annually. The most common type of family is single, no kids. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

24%
<35k
40%
35k-100k
22%
100k-200k
14%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

37%
Single, No Kids
8%
Single, with Kids
34%
Married, No Kids
21%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

14%
<11 yrs old
8%
12-17 yrs old
12%
18-34 yrs old
48%
35-64 yrs old
18%
65+ yrs old

What do the neighbors do for fun?

  • HuntingHunting
  • NASCARNASCAR
  • Figure SkatingFigure Skating

Where do the neighbors shop?

  • DillardsDillards
  • Dick's Sporting GoodsDick's Sporting Goods
  • Wal-MartWal-Mart

Where do the neighbors go to eat?

  • Cracker BarrelCracker Barrel
  • Texas RoadhouseTexas Roadhouse
  • Hardee'sHardee's

What do the neighbors drive?

  • CadillacCadillac
  • SubaruSubaru
  • RamRam

What do the neighbors listen to?

  • News/Talk/InformationNews/Talk/Information
  • New CountryNew Country
  • Classic CountryClassic Country
All data provided by Home Junction and Claritas

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Frequently asked questions

About 1388 Crenshaw Rd

The listing price of 1388 Crenshaw Rd property is $4,750,000.

Active Listing: 1388 Crenshaw Rd is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 1388 Crenshaw Rd are: Banneker Elementary School (GreatSchools Rating 5/10), Middleburg Community Charter (GreatSchools Rating 4/10), Claude Thompson Elementary School (GreatSchools Rating 7/10), Marshall Middle School (GreatSchools Rating 5/10), Blue Ridge Middle School (GreatSchools Rating 6/10), Ronald Wilson Reagan Middle School (GreatSchools Rating 7/10), Loudoun Valley High School (GreatSchools Rating 7/10), Woodgrove High School (GreatSchools Rating 7/10), Lightridge High School (GreatSchools Rating 7/10).

According to the records, the last property tax for 2024 is $19,701 (source: MLS/based on county public records data).

The last sale was on January 27, 2022 for $4,050,000 (source: MLS/tax record).

The property at 1388 Crenshaw Rd has 5 bedrooms and 5 full and 2 half bathrooms.

The property 1388 Crenshaw Rd is 7,225 SqFt (source: MLS/tax record).

The year of construction for 1388 Crenshaw Rd is 1997.

This home is located at 1388 Crenshaw Rd in Upperville, VA and zip code 20184. This 7,225 square foot home, which was built in 1997, sits on a 5.07 acre lot. Features: 5 bedrooms, 7 bathrooms. It has been listed on Rocket Homes since April 27, 2025 and is currently priced at $4,750,000.

From Rocket Homes Real Estate and based on county public records data.

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