For Sale
House for sale at 5290 Hillside Dr, Warrenton, VA 20187 | MLS# VAFQ2024438 | Listing updated on 2026-10-23
Photo 1 of House for sale at 5290 Hillside Dr, Warrenton, VA 20187 | MLS# VAFQ2024438 | Listing updated on 2026-10-23
Photo 2 of House for sale at 5290 Hillside Dr, Warrenton, VA 20187 | MLS# VAFQ2024438 | Listing updated on 2026-10-23
Photo 3 of House for sale at 5290 Hillside Dr, Warrenton, VA 20187 | MLS# VAFQ2024438 | Listing updated on 2026-10-23
Photo 4 of House for sale at 5290 Hillside Dr, Warrenton, VA 20187 | MLS# VAFQ2024438 | Listing updated on 2026-10-23
56+
Beds Icon

Street View

$825,000

Monthly Est:$4,106

  • Beds Icon-- Bed
  • Beds Icon
    -- Bath
  • Beds Icon2,272sqft

5290 Hillside Dr, Warrenton, VA 20187

$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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Fauquier Va County

  • City

    Warrenton

  • 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!

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

DateEventPrice

10/16/2026

Source: mls_logoBright MLS-NJ #VAFQ2024370

Price Decreased

$825,000 -5.71%

$195/sqft

09/18/2026

Source: mls_logoBright MLS-NJ #VAFQ2023262

Price Decreased

$875,000 -2.77%

$207/sqft

09/01/2026

Source: mls_logoBright MLS-NJ #VAFQ2023262

Price Decreased

$899,900 -2.71%

$213/sqft

08/07/2026

Source: mls_logoBright MLS-NJ #VAFQ2023262

Listed for Sale

$925,000 +5.71%

$219/sqft

08/07/2026

Source: mls_logoBright MLS-NJ #VAFQ2023262

Off Market

$875,000

$207/sqft

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

Skip to Main Content