5290 Hillside Drive Warrenton, VA $ 875,000
5290 Hillside Drive
$ 875,000
Open House 10/4 1pm - 3pm
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5290 Hillside Drive

Warrenton, VA, 20187
$ 875,000
Bedrooms5 Baths5.0 Sq 4,228

Monthly Estimate*

$ 5,525

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Single Family Home for sale in Warrenton, VA

for $875,000 with 5 bedrooms and 5 full baths. This 4,228 square foot home was built in 1979 on a lot size of 1.6.

NEW PRICE IMPROVEMENT! 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 deckall 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 backyardperfect for entertaining, gardening, or simply relaxing in your own peaceful retreat. Ideally located on the highly desirable DC side of Warrenton, just 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 Warrentonall while coming home to the peace and privacy of country living.

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Open House

10/4/2026 1:00 PM - 3:00 PM
5290 Hillside Drive Warrenton, VA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 875,000

Bedrooms

5

Full Bath

5

Property Type

Single Family

Taxes

$ 5,502

Style

Ranch/Rambler

Lot Size

1.6

Year Built

1979

Town/City

Warrenton

County/Region

Fauquier

MLS | Web ID

VAFQ2023262

Features
General
Living Area 4228
Sewer On Site Septic
Heating Heat Pump(s)
Cooling Central A/C
Possession Immediate
Appliances Dryer Washer Cooktop Oven - Wall Refrigerator Icemaker
Zoning R1
Patio/Porch Features Deck(s)
Architectural Style Ranch/Rambler
Construction Materials Brick
School District FAUQUIER COUNTY PUBLIC SCHOOLS
Year Built 1979
Levels 1
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility 32 + wide Doors Accessible Switches/Outlets
County FAUQUIER
New Construction N
Property Type Residential
HOA N
Subdivision Name BALDWIN RIDGE
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 5
Status ACTIVE
Directions Lee Hwy to Grays Mill Rd
City WARRENTON
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 69561.00
Tax Annual Amount 5502.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 3
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 385.12
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
Legal Subdivision BALDWIN RIDGE
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Interior
Interior Amenities Ceiling Fan(s) Entry Level Bedroom 2nd Kitchen Air Filter System Efficiency
Heating Fuel Propane - Owned
Basement Walkout Level
Total Fireplaces 1
Hot Water Natural Gas
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2272
Half Baths 0
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 1956
Main Level Bedrooms 4
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Pool No Pool
Water Source Well
Type of Parking Driveway
Foundation Details Slab
Water View Y/N N
Lot Size Acres 1.60
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 150000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 5290
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* Excluded Features
List By
Pearson Smith Realty, Llc

Broker

vanessa.gregg@propertiesandestates.com

Email

Affordability Calculator

$5,983
Per Month
92%
8%
0%
Monthly Principal & Interest
$5,525
Monthly Property Taxes
$459
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3534258 Elementary School
3535322 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/18/2026$875,000 -2.77% Price Down
9/1/2026$899,900 -2.71% Price Down
7/29/2026$925,000 Listed Price

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5290 Hillside Drive, Warrenton, VA, 20187 is a Single Family Home for sale at $875,000 with 4,228 sqft and a lot size of 1.6. 5290 Hillside Drive has 5 bedrooms, 5.0 baths, and was built in 1979. The property's zip code is 20187 which is in Warrenton, VA