About This Home

This 5-bedroom, 5-bathroom single family at 5290 HILLSIDE Drive in Warrenton, VA is listed for $875,000 ($207 per sqft). Built in 1979, the home offers 4,228 sqft of living space on a 1.60 acres lot.

Key Features

  • Built in 1979
  • 1.60 acre lot
  • Fireplace

Property Details

1 story
5 full
1979

Amenities

FireplaceA/C
Listing Description

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, with its own main-level entrance and welcoming front porch, this thoughtfully design

ed 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 1/2 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.

Monthly Cost Estimate

$4,680/mo

20% down · 6.5% · 30 years

Principal$633
Interest$3,792
Insurance$255

Estimates only. Actual payments may vary.

Location

5290 HILLSIDE Drive

Warrenton, VA 20187

BALDWIN RIDGE

Features & Amenities

Interior Features

Ceiling Fan(s)Entry Level Bedroom2nd KitchenAir Filter SystemEfficiency

Property Details

Construction

Brick

Parking

Driveway

Heating

Heat Pump (Heating)

Cooling

Central Air

Appliances

DryerWasherCooktopOven - WallRefrigeratorIcemaker

Questions & Answers

This 5-bedroom, 5-bathroom single family at 5290 HILLSIDE Drive is listed at $875,000 ($207/sqft). The estimated monthly payment is $4,679 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1979, 1.60 acre lot, Fireplace. Interior Features: Ceiling Fan(s), Entry Level Bedroom, 2nd Kitchen.

This property is listed by Vanessa Ann Gregg and can be reached at 8048739453.

VG

Vanessa Ann Gregg

License 0225242420

Agent at Pearson Smith Realty, LLC

(804) 873-9453

Listed by Pearson Smith Realty, LLC · Broker phone: (571) 386-1080 · View on Broker Site

MLS# VAFQ2023262· Source: Bright MLS· 71 days on PropertySimple

Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

5290 HILLSIDE Drive, Warrenton, VA 20187

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