- Overview
- Description
- Property Details
- Location
- Facts & Features
- Getting Around





Street View
$825,000
Monthly Est:$4,106
-- Bed
- -- Bath
2,272sqft
5290 Hillside Dr, Warrenton, VA 20187
$825,000
$4,106/moEst:
Get Pre-Approved
Duplex
Built in 1979
$-- HOA
1.6 acres lot
$363/sq.ft
Description
AMAZING VALUE! TWO COMPLETE LIVING SPACES — ONE PROPERTY. Rare multigenerational/income producing 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, 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.
- Houzeo last checked: 8 minutes ago
- Listing updated: October 23, 2026 at 5:32 pm
- Listing Provided by: Vanessa Ann Gregg (804) 873-9453 | Pearson Smith Realty, LLC (571) 386-1075
- Source: Bright MLS-NJ | MLS#: VAFQ2024438

Property Details
Status
Active
Type
Multi Family
No. of Stories
-
County
City
Neighborhood
--
Year Built
1979
HOA Fees
-
Finished Area
2,272 sqft
Lot Size
1.6 acres lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
VAFQ2024438
MLS Status
ACTIVE-BRIGHT
Days on Market
1

Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Continue Your Journey in App
Find your dream home, receive real-time updates, and many more!
Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedroom: --
Bathroom: --
Interior
Sewer
On Site Septic
Interior Features
Ceiling Fan(s), Entry Level Bedroom, 2nd Kitchen, Air Filter System, Efficiency
Cooling
Central A/c
Heating
Heat Pump(s)
Appliances
Dryer, Washer, Cooktop, Oven Wall, Refrigerator, Icemaker
Construction
Year Built
Year Built: 1979
Home type
Duplex
Construction Materials
Brick
Architectural Style
Ranch/rambler
Property Condition
Excellent
Foundation Details
Slab
Utilities & Energy
Basement
Walkout Level
Water Source
Well
Other Features
Patio And Porch Features
Deck
Subdivision Name
Baldwin Ridge
Price History
| Date | Event | Price |
|---|---|---|
10/16/2026 Source: | Price Decreased | $825,000 -5.71% $195/sqft |
09/18/2026 Source: | Price Decreased | $875,000 -2.77% $207/sqft |
09/01/2026 Source: | Price Decreased | $899,900 -2.71% $213/sqft |
08/07/2026 Source: | Listed for Sale | $925,000 +5.71% $219/sqft |
08/07/2026 Source: | Off Market | $875,000 $207/sqft |
Find Homes by Property Features in Warrenton, VA
Nearby New Homes For Sale
Based on information from Bright MLS through Nov 07, 2026, 04:45AM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information
Advertising Broker: Joe Hawkins | Hawkins Real Estate Services