Robert Bailey

Robert Bailey
Real Estate Agent (Broker)
Charlottesville VA

Broker (VA: 149552)

39 years experience

REALTOR® 3 Active Listings Serves Albemarle County, VA
View on Realtor.com

Contact Information

Brokerage
Montague Miller & Co - Cville

Office Website
Office Address
500 Westfield Rd
Charlottesville, VA  22901
(Albemarle County)
Office Phone
434-973-5393
Office Fax
Mobile
434-214-6121
Email
rives@montaguemiller.com

Service Areas

Charlottesville: VA Albemarle: VA White Hall: VA Crozet: VA Free Union: VA Ivy: VA Pantops: VA Cunningham: VA Fluvanna: VA Monticello: VA University of Virginia: VA Batesville: VA Piney Mountain: VA Hollymead: VA Barboursville: VA Greene: VA Burnleys: VA Eheart: VA Cobham: VA Campbell: VA Boyd Tavern: VA Keswick: VA Rivanna: VA Shadwell: VA Cismont: VA Lake Monticello: VA Wildwood: VA Fork Union: VA Palmyra: VA Wilmington: VA Bybee: VA Ruckersville: VA Quinque: VA Twin Lakes: VA Zion Crossroads: VA Gordonsville: VA Stanardsville: VA Scottsville: VA

About Robert Bailey

Rives has dedicated over 35 years to the real estate industry as a Realtor and top producer with Montague Miller & Co. In his role as President, he leads a client-focused team that includes Kelly Faillace and John Farmer, specializing in delivering efficient and professional real estate services to both buyers and sellers. Their expertise spans a diverse range of properties, from first-time homes to estates, investment properties, rentals, and land acquisitions. Rives has collaborated with hundreds of families and has played a significant role in mentoring many colleagues. He is well-regarded among peers for his approachable demeanor, professionalism, and optimistic outlook. His success is attributed to his attentive listening, reliability, and a calm, collaborative approach to overcoming challenges.

Throughout his career, Rives has garnered numerous accolades, including the Outstanding Associate Founders Award and the President’s Award, consistently ranking as a top producer within the company. He was honored as the Charlottesville Area Association of Realtors (CAAR) Sales Associate of the Year in 2001, Realtor of the Year in 2007, and received the Ethics in Action award in 2016. At the Virginia Association of Realtors (VAR), he was named Salesperson of the Year in 2007 and recognized for Leadership in Ethics in 2017.

Before entering real estate, Rives had a background in teaching and counseling. He holds a bachelor’s degree from James Madison University and a master’s degree from the University of Virginia. A graduate of Leadership Charlottesville, he has actively participated on various non-profit boards in the Charlottesville community. Recently, he completed a three-year term as President of the ARC of the Piedmont board, overseeing the construction of a new facility to support adults with special needs. Rives has held multiple positions within CAAR, including current and past Board of Directors member, Treasurer, and President in 2000, and has chaired various committees. He also served six years on the VAR Board of Directors and was a past chair of the Professional Standards Committee.

Having resided in Charlottesville for 39 years, Rives has lived in both the city and Albemarle County. He is married to Carey and has four children, including a son and daughter who are graduates of the University of Virginia. An avid sailor, cyclist, and outdoor enthusiast, Rives enjoys renovating homes in the Charlottesville area and takes pleasure in the hands-on aspects of construction and landscaping.

Albemarle County, VA Real Estate Market Analysis (Single Family Homes)

$1,004,699
Avg. Listing Price
From Robert's portfolio
4.0 / 3.5
Avg. Beds/Baths
Typical property size
3,121 sf
Avg. Square Footage
Interior living space
495
Active Listings
Current inventory

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Current Property Listings

As of 6/27/2026, Robert Bailey has 3 properties for sale in Charlottesville and surrounding areas.

$55,000

Listed 2026-06-26

69 Bolling Cir
Palmyra, VA  22963

Beds:
Baths:
Sq Ft: 0
Lot: 14,810 sf
Land Map
View Full Details

$775,000

Listed 2026-03-27

402 NE 13th St
Charlottesville, VA  22902

Beds: 5.0
Baths: 3.0
Sq Ft: 2,700
Lot: 7,405 sf
Single Family Map
View Full Details

$825,000

Listed 2026-06-08

2130 Whippoorwill Rd
Charlottesville, VA  22901

Beds: 4.0
Baths: 2.5
Sq Ft: 3,464
Lot: 107,158 sf
Single Family Map
View Full Details

Current Property Rentals

Robert Bailey currently has no rental properties available in Charlottesville and surrounding areas. Check back later.