Features & Amenities

Interior

  • Other Interior Features

    Ceiling Fan(s)

  • Total Bedrooms

    5

  • Bathrooms

    5

  • Above Grade Finished Area

    2272.0

  • Basement YN

    YES

  • Cooling YN

    YES

  • Cooling

    Central Air, Ceiling Fan(s), Electric

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Propane, Heat Pump

  • Main Level Bedrooms

    4

  • Pet friendly

    N/A

Exterior

  • Garage

    No

  • Construction Materials

    Brick

  • Parking

    Driveway

  • Patio and Porch Features

    Deck

  • Pool

    No

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    1.6

  • Lot Size(square feet)

    69,696

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Ranch/Rambler

Price

  • Sales Price

    $825,000

  • Tax Amount

    $5,502

  • Sq. Footage

    4,228

  • Price/SqFt

    $195

HOA

  • Association

    No

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • New Construction

    NO

  • Accessibility Features

    Accessible Doors, Accessible Electrical and Environmental Controls

  • Foundation Details

    Slab

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Water Source

    Well

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Listing Courtesy of Vanessa Ann Gregg, Pearson Smith Realty, LLC

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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.

5290 HILLSIDE DRIVE

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*Get up to $3,000 with use of preferred lender for closing cost assistance or use funds for a rate buy-down (restrictions apply and not all will qualify, contact listing agent for details).

Kettle Run High School and Auburn Middle School district!!

All of the updates and upgrades you could ever dream of...and then some! Not a single thing for you to do to this home except - move in!

This home has undergone a stunning transformation with thoughtful renovations that enhance its beauty while preserving its character. True appreciation for craftsmanship and love for the home are reflected in every carefully considered detail.

Interior Highlights:
• Bright, open floor plan that flows seamlessly from room to room
• Custom-built cabinetry, shelving, and built-ins—including clever hideaway storage under the stairs, built-in dresser drawers, office shelving, and gorgeous fireplace surrounds
• A kitchen that perfectly blends modern convenience with timeless charm, offering exceptional storage and craftsmanship that’s both functional and stylish
• Three bedrooms and two full bathrooms upstairs, each finished with unique, high-end touches that showcase the homeowner’s eye for detail

Exterior and Outdoor Living:
• A show-stopping timber frame front porch that welcomes you home with warmth and style
• A peaceful, private backyard retreat—perfect for entertaining or simply relaxing

Renovations and Updates Include:
✔️ Newer roof and siding
✔️ All new flooring and fresh paint throughout
✔️ Fully renovated kitchen and bathrooms
✔️ Updated bedrooms with one-of-a-kind custom features
✔️ Newer septic tank and line from the house (2025)
✔️ Newer HVAC (2025)
✔️ And so much more

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