5290 Hillside Dr, Warrenton, VA 20187
Local realty services provided by:CENTURY 21 Advantage Gold
5290 Hillside Dr,Warrenton, VA 20187
$925,000
- 5 Beds
- 5 Baths
- - sq. ft.
- Single family
- Coming Soon
Upcoming open houses
- Sun, Aug 0912:00 pm - 03:00 pm
Listed by: vanessa ann gregg
Office: pearson smith realty, llc.
MLS#:VAFQ2023262
Source:BRIGHTMLS
Price summary
- Price:$925,000
About this home
Rare Opportunity on the DC Side of Warrenton! 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 1900s 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....
Contact an agent
Home facts
- Year built:1979
- Listing ID #:VAFQ2023262
- Updated:July 29, 2026 at 10:48 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:5
- Kitchen Description:Cooktop, Icemaker, Oven - Wall, Refrigerator
- Basement:Yes
- Basement Description:Walkout Level
Heating and cooling
- Cooling:Central A/C
- Heating:Heat Pump(s), Propane - Owned
Structure and exterior
- Year built:1979
- Architectural Style:Ranch/Rambler
- Construction Materials:Brick
- Foundation Description:Slab
- Levels:1 Story
Utilities
- Water:Well
- Sewer:On Site Septic
Finances and disclosures
- Price:$925,000
- Tax amount:$5,502 (2025)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Ceiling Fan(s)
New listings near 5290 Hillside Dr
- Coming SoonOpen Sat, 11am to 1pm
$736,000Coming Soon5 beds 3 baths7398 Terranova Dr, WARRENTON, VA 20187
MLS# VAFQ2023244Listed by: CORCORAN MCENEARNEY - Coming SoonOpen Sat, 1 to 4pm
$689,990Coming Soon4 beds 3 baths6622 Kelly Rd, WARRENTON, VA 20187
MLS# VAFQ2023260Listed by: SAMSON PROPERTIES - Coming Soon
$749,900Coming Soon4 beds 4 baths5728 Pendleton Ln, WARRENTON, VA 20187
MLS# VAFQ2022270Listed by: EXP REALTY, LLC - Open Sat, 11:30am to 1:30pm
$325,000Pending2 beds 2 baths1,200 sq. ft.210-c Fernwood Pl, WARRENTON, VA 20186
MLS# VAFQ2023236Listed by: CENTURY 21 REDWOOD REALTY - New
$1,799,000Active4 beds 5 baths4,600 sq. ft.8374 Elway Ln, WARRENTON, VA 20186
MLS# VAFQ2022916Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY - Coming Soon
$718,900Coming Soon4 beds 4 baths9903 Cobblestone Dr, WARRENTON, VA 20186
MLS# VAFQ2023192Listed by: KELLER WILLIAMS REALTY/LEE BEAVER & ASSOC. - New
$1,200,000Active3 beds 2 baths1,744 sq. ft.5601 Lee Hwy, WARRENTON, VA 20187
MLS# VAFQ2023218Listed by: REAL BROKER, LLC - New
$839,000Active4 beds 5 baths3,866 sq. ft.5750 Pendleton Ln, WARRENTON, VA 20187
MLS# VAFQ2022956Listed by: BLACKWELL & ASSOCIATES, LLC. - Coming Soon
$659,000Coming Soon4 beds 3 baths6727 Holly Farm Ln, WARRENTON, VA 20187
MLS# VAFQ2023186Listed by: REDFIN CORPORATION
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.