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$899,900
46 Days On Site

5290 HILLSIDE DRIVE
WARRENTON, VA 20187

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
5
Full Baths
4,228
SqFt
$213
/SqFt
1979
Built
Subdivision:
BALDWIN RIDGE
County:
FAUQUIER
Listing courtesy of Pearson Smith Realty, LLC
Call Now: (703) 898-3565
Is this the listing for you? We can help make it yours.
(703) 898-3565
5290 HILLSIDE DRIVE5290 HILLSIDE DRIVE5290 HILLSIDE DRIVE5290 HILLSIDE DRIVE
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Monthly Payment (Est.)

$4,106
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

*TWO COMPLETE LIVING SPACES — ONE PROPERTY. Rare multigenerational opportunity on the DC side of Warrenton! A beautifully updated main home PLUS an approximately 1,600-sq.-ft. private apartment with its own kitchen, bedroom, handicap accessible bathroom, entrance, HVAC, water heater and additional basement space.* Welcome to this truly one-of-a-kind property offering the perfect blend of flexibility, privacy, and modern updates on 1.5 acres with a flat, usable backyard. With no HOA, you'll have the freedom to bring your chickens, start a garden, park your RV or boat, or simply enjoy the space without restrictive covenants. Whether you're looking for multigenerational living, an income-producing opportunity, or simply extra space for guests, this turnkey home delivers. The standout feature is the approximately 1,600-square-foot private apartment addition, fully remodeled in July 2026, offering an incredible opportunity for multigenerational living, rental income, or a private guest retreat. With its own main-level entrance and welcoming front porch, this thoughtfully designed space features freshly refinished hardwood floors, soaring vaulted ceilings, fresh paint, a spacious bedroom overlooking the private backyard, and a beautifully renovated handicap-accessible bathroom. The updated kitchen (July 2026) includes a gas range, dishwasher, and modern finishes. The apartment also includes its own private basement with laundry, a remodeled full bathroom, and a separate exterior entrance. Previously configured with a kitchenette, the existing hookups make it easy to convert the space back into a kitchenette, creating an ideal studio apartment or potential sixth bedroom with its own private living area. A brand-new HVAC system and water heater provide added peace of mind. For maximum flexibility, the apartment also connects to the main home through secure double doors, allowing complete privacy for rental use while maintaining the option to seamlessly incorporate it into the main residence. The main home was extensively remodeled in 2016 and features an impressive gourmet kitchen with a gas cooktop, stainless steel appliances, upgraded cabinetry, and two beautiful 1800s English yellow pine antiques that were thoughtfully repurposed into a stunning 6-foot kitchen island and an undermount double-sink cabinet, all topped with durable, heat-resistant quartz countertops. Rich walnut hardwood flooring flows throughout the main level, where you'll also find a cozy gas fireplace, three spacious bedrooms, and two beautifully updated full bathrooms. The walkout lower level offers even more living space with a large recreation room, a fourth bedroom, and a remodeled full bathroom. Fresh paint and new carpet throughout the home make it completely move-in ready. Major system updates include the roof, windows, HVAC systems, hot water heaters, and deck—all replaced within the past 10 years, making this home as practical as it is beautiful. Step outside to enjoy the oversized deck overlooking a completely private, flat backyard—perfect for entertaining, gardening, or simply relaxing in your own peaceful retreat. Ideally located on the highly desirable DC side of Warrenton, just ½ mile from Route 29, this home offers exceptional convenience for commuters, with I-66 and the Gainesville commuter lot just 10 minutes away. Enjoy quick access to shopping and dining at Virginia Gateway, including Wegmans, Target, movie theatre, restaurants, breweries, wineries, golf courses, parks, and the charm of Historic Old Town Warrenton—all while coming home to the peace and privacy of country living.

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Listing Snapshot
Price 
$899,900
Days On Site 
46 Days
Bedrooms 
5
Inside Area (SqFt) 
4,228 sqft
Total Baths 
5
Full Baths 
5
Partial Baths 
N/A
Lot Size 
1.6 Acres
Year Built 
1979
MLS® Number 
VAFQ2023262
Status 
Active
Property Tax 
$5,502
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Estimated
Friends & Family
Recent Activity
2 weeks agoPrice changed to $899,900
2 weeks agoListing updated with changes from the MLS®
a month agoStatus changed to Active
2 months agoListing first seen on site
General Features
Acres 
1.6
Foundation 
Slab
Levels 
One
Parking 
Driveway
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Special Circumstances 
Standard
SqFt Above 
2272
SqFt Below 
1956
SqFt Total 
4528
Style 
Ranch/Rambler
Water Source 
Well
Zoning 
R1
Interior Features
Appliances 
OvenGas Water HeaterDryerWasherCooktopRefrigeratorIce Maker
Basement 
Walk-Out Access
Cooling 
Central AirCeiling Fan(s)Electric
Fireplace 
Yes
Fireplaces 
1
Heating 
PropaneHeat Pump
Interior 
Ceiling Fan(s)
Main Level Bedrooms 
4
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Exterior Features
Construction Details 
Brick
Pool Features 
None
Community Features
School District 
FAUQUIER COUNTY PUBLIC SCHOOLS
Schools
School District
FAUQUIER COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Pearson Smith Realty, LLC



The real estate listing information is provided by Bright MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale or lease referenced on this web site comes from the Internet Data Exchange (IDX) program of the Bright MLS. This web site references real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties in listings may have been sold or may no longer be available. The data contained herein is copyrighted by Bright MLS and is protected by all applicable copyright laws. Any unauthorized collection or dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright © 2020 Bright MLS. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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