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5290 Hillside Dr , Warrenton, VA 20187
$825,000
Est. Payment: $4,322.07/mo
4 Bed
5 Bath
2272 Sqft
1.6 Acres
Status: active | Days on site: 8
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House 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.

Highlights

Listed by Vanessa Ann Gregg , 8048739453 Pearson Smith Realty, LLC , 5713861075. Bright MLS

Property Type

Multi-Family

Lot/Acreage
1.6

Year Built

1979

County

Fauquier

Neighborhood

Baldwin Ridge

School District

Fauquier County Public Schools

Listing ID

VAFQ2024438

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:4
  • ▪ Bathrooms:5
  • ▪ Full Bathrooms:5
Appliances:Dryer, Washer, Cooktop, Oven - Wall, Refrigerator, Icemaker
Air Cond:Central A/C
Fireplaces:1 Fireplace
Above Ground Sq Ft:2272
Basement:Walkout Level
Other:
  • ▪ Additional:Ceiling Fan(s), Entry Level Bedroom, 2nd Kitchen, Air Filter System, Efficiency
Water:Well

Exterior Features

Lot:Not New Construction,Horse Property: No
Zoning:R1
Others:
  • ▪ Additional:Excellent
Sewer:On Site Septic
Parking Features:Driveway
Principal Interest
$4,322
Taxes
$536

Home Price

$825,000

Loan Details

30 yrs
6.844%

Down Payment

20%
$165,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$4,322.07

Principal

Taxes

Principal Taxes HOA Total
Monthly $4,322.07 $535.92 $0.00 $4,857.98
Yearly $51,864.81 $6,431.00 $0.00 $58,295.81
Total $1,555,944.43 $192,930.00 $0.00 $1,748,874.43
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Chico Gordy
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Market insight data is pulled from the same city as the listing being viewed (Warrenton, VA).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Information provided by Bright MLS, and is deemed reliable but not guaranteed accurate.

IDX service by Blueroof 360

Data last updated: 2026-11-13T17:14:43.000Z

© 2026 Bright MLS