5290 Hillside Drive, Warrenton, VA 20187

$899,900
  • 5290 Hillside Drive, Warrenton, VA 20187 Main Photo

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ACTIVE Price Reduced by $25,100 on September 1st, 2026
BEDS5 BATHS5 full SQUARE FEET4,228 MLS#VAFQ2023262
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONBALDWIN RIDGE SCHOOLFAUQUIER COUNTY PUBLIC SCHOOLS

Property Description

*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.

5290 Hillside Drive | MLS# VAFQ2023262

This single family home located at 5290 Hillside Drive, Warrenton, VA 20187 is currently listed for sale with an asking price of $899,900. This property was built in 1979 and has 5 bedrooms and 5 full baths with 4228 sq. ft. Hillside Drive is located in the BALDWIN RIDGE subdivision within the FAUQUIER COUNTY PUBLIC SCHOOLS school district. Search BALDWIN RIDGE real estate on www.montaguemiller.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Walkout Level
Cooling: Central A/C
Fireplaces: 1
Fuel Type: Propane - Owned
Heating: Heat Pump(s)
Home Style: Ranch/Rambler
Lot Size: 1.60 Acres
Stories: 1.0
Taxes: $5,502
Year Built: 1979

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Dryer, Washer, Cooktop, Oven - Wall, Refrigerator, Icemaker
Days on Site: 39
Exterior: Brick
Interior: Ceiling Fan(s)
Lot Dimensions: 1.60 Acre(S)
Sewer: On Site Septic
SQFT Above Finished: 2272
SQFT Below Finished: 1956
SQFT Total Finished: 4228
Structure Type: Detached
Water: Well

Local Schools

School District: FAUQUIER COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Pearson Smith Realty, LLC
Agency Phone: 5713861075

Shown By

Agency Title: Montague Miller & Co. Realtors
Agency Phone: 800.793.5393

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Estimated Payment

$ 2,723.76 per month $2,002.79 Principal & Interest $458.50 Property Tax $262.47 Homeowner's Insurance

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