Bailey Cooper

Haymarket VA

RE/MAX Gateway

79 Closed Sales

$31.9M Total Value

$245K - $900K Price Range

$403.5K Average Price

Prior 5 years

About Bailey

Bailey is a third generation realtor and has been learning the business for years. Growing up in the Northern Shenandoah Valley, he knows the area like no other! His friendliness and hardworking attitude are a prefect match for helping you in all of your real estate needs. He strives to accommodate to all of his clients no matter the task at hand.

Bailey lives in Winchester, enjoying the friendliness of the area's close knit community. He enjoys spending time with his family, the outdoors, and attending community events.

Home Types: House, Townhouse, Lot/Land, Manufactured

Years of Experience: 7

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	6
Total Value	$2,772,000
Average Sale Price	$462,000
Price Range	$391K - $535K

Buyer Deals
Total Deals	12
Total Value	$4,541,890
Average Sale Price	$378,491
Price Range	$265K - $650K

Seller Deals
Total Deals	15
Total Value	$7,363,500
Average Sale Price	$490,900
Price Range	$245K - $900K

Buyer Deals
Total Deals	19
Total Value	$7,414,148
Average Sale Price	$390,218
Price Range	$265K - $650K

Seller Deals
Total Deals	36
Total Value	$15,225,200
Average Sale Price	$422,922
Price Range	$85K - $900K

Buyer Deals
Total Deals	43
Total Value	$16,653,111
Average Sale Price	$387,282
Price Range	$205K - $700K

5 Year View

Neighborhoods Bailey is Experienced In

Star Tannery

1 Sale
Braemar

1 Sale

Bailey's Active Listings

$565,000
- 4 Beds
- 2.5 Baths
- 3,312 Sq Ft
108 Glasgow Ct

Stephens City, VA
PROFESSIONAL PICTURES COMING 7/9.Welcome to 108 Glasgow Court in Stephens City, Virginia, located in the Wakeland Manor community. This four-bedroom, two-and-a-half-bath home offers a functional layout, a main-level office, a partially finished basement, neighborhood amenities, and a fully fenced backyard with a six-foot privacy fence. The main level features a large kitchen with granite

Bailey Cooper RE/MAX Gateway

$625,000
- 6 Beds
- 3 Baths
- 3,719 Sq Ft
207 Decatur Cir

Stephens City, VA
Nearly new and built in 2023, this spacious six-bedroom home sits on a desirable half-acre lot in a sidewalk-lined neighborhood. With three finished levels, modern finishes, flexible living spaces, and a three-car garage, this home offers the space and functionality today’s buyers are looking for. The main level features a large open kitchen with an oversized island, quartz countertops, gas

Bailey Cooper RE/MAX Gateway

$975,000
- 4 Beds
- 3 Baths
- 3,202 Sq Ft
165 Carroll Ridge Ln

Winchester, VA
Modern farmhouse living meets peaceful acreage on 2.75 acres right on Cedar Creek Grade. Built just two years ago by owner/builder Stephen Carroll, this thoughtfully designed home offers main-level living, scenic hilltop views, a walkout basement, high-speed fiber-optic internet, and a peaceful outdoor setting complete with a koi pond, wildflower meadow, and 275+ trees planted around the

Bailey Cooper RE/MAX Gateway

$60,000
- Land
- 1 Acre
- $60,000 per Acre
29 Bluff Trail

Gerrardstown, WV
Creek-front opportunity in Glenwood Forest! This 1-acre lot on Back Creek offers a peaceful setting with natural surroundings and creek frontage, making it a great spot for those looking to enjoy the outdoors or weekend getaways.A previous structure once existed on the property. There is an on-site septic system- sellers are unaware of the condition and make no representations or warranties

Bailey Cooper RE/MAX Gateway

$275,000
- 3 Beds
- 1.5 Baths
- 1,446 Sq Ft
285 S Massanutten St

Strasburg, VA
Welcome to 285 South Massanutten Street, a charming traditional farmhouse-style home offering 3 bedrooms, 1.5 baths, and a convenient location within walking distance to downtown Strasburg. The exterior of the home has been freshly painted, giving it great curb appeal while maintaining its classic farmhouse character. Inside, the home features original hardwood floors that add warmth and charm.

Bailey Cooper RE/MAX Gateway

Recently Sold

$535,000

Sold Jun 5, 2026
- 4 Beds
- 2 Baths
- 1,612 Sq Ft
3691 Green Spring Rd

Winchester, VA
- 7% Above List
- $332/SF
- 1 Day On Market
- Current Est. Value $505K
Bailey Cooper RE/MAX Gateway

$535,000

Sold Jun 3, 2026
- 4 Beds
- 2.5 Baths
- 3,003 Sq Ft
123 Fredericksburg Dr

Stephens City, VA
- $178/SF
- 29 Days On Market
- Current Est. Value $532K
Bailey Cooper RE/MAX Gateway

$441,000

Sold May 27, 2026
- 4 Beds
- 3 Baths
- 2,765 Sq Ft
88 Aldershot Dr

Martinsburg, WV
- 5% Above List
- $159/SF
- 1 Day On Market
- Current Est. Value $417K
Bailey Cooper RE/MAX Gateway

$475,000

Sold Apr 30, 2026
- 5 Beds
- 3 Baths
- 2,534 Sq Ft
109 Avery Dr

Stephens City, VA
- 2% Above List
- $187/SF
- 12 Days On Market
- Current Est. Value $468K
Bailey Cooper RE/MAX Gateway

$391,000

Sold Sep 3, 2025
- 3 Beds
- 2.5 Baths
- 1,870 Sq Ft
101 Etnam St

Winchester, VA
- $209/SF
- 7 Days On Market
- Current Est. Value $401K
Bailey Cooper RE/MAX Gateway

$395,000

Sold Aug 1, 2025
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
776 Salem Church Rd

Stephens City, VA
- $277/SF
- 5 Days On Market
- Current Est. Value $397K
Bailey Cooper RE/MAX Gateway

$262,000

Sold Jun 27, 2025
- 2 Beds
- 1.5 Baths
- 1,040 Sq Ft
223 Surrey Club Ln

Stephens City, VA
- $252/SF
- 9 Days On Market
- Current Est. Value $262K
Bailey Cooper RE/MAX Gateway

$250,000

Sold Feb 24, 2025
- 2 Beds
- 1.5 Baths
- 1,040 Sq Ft
180 Equestrian Dr

Stephens City, VA
- $240/SF
- 1 Day On Market
- Current Est. Value $250K
Bailey Cooper RE/MAX Gateway

$447,500

Sold Nov 14, 2024
- 4 Beds
- 2.5 Baths
- 1,924 Sq Ft
310 Marion St

Winchester, VA
- $233/SF
- 35 Days On Market
- Current Est. Value $468K
Bailey Cooper RE/MAX Gateway

Awards and Designations

100% Club
RENE - Real Estate Negotiation Expert

Other Experience

First Time Home Buyers, Investments, New Construction, Senior Communities, Veteran Programs

Agent License: Virginia #0225240867

Bailey Cooper

(540) 502-4945

Homes for Sale by City

Bailey Cooper

About Bailey

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Bailey is Experienced In

Bailey's Listings and Deals

Bailey's Active Listings

Recently Sold

Awards and Designations

Other Experience