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  • 377 Old Winchester Rd. Boyce VA 22620

5290 Hillside Drive, WARRENTON, VA 20187 (MLS # VAFQ2023262)

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Realtor Matthew Wahlstrom
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PRICE $925,000 dsIDX morgage calculator
BEDS 5
BATHS 5
HOME SIZE 4,228 sqft
LOT SIZE 1.60 ac
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Rare Opportunity on the DC Side of Warrenton! 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 1900s 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.

DAYS ON MARKET 0 LAST UPDATED 7/29/2026
TRACT BALDWIN RIDGE YEAR BUILT 1979
COUNTY FAUQUIER STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
School District FAUQUIER COUNTY PUBLIC SCHOOLS


ADDITIONAL DETAILS
AIR Ceiling Fan(s), Central Air, Electric
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dryer, Gas Water Heater, Ice Maker, Oven, Refrigerator, Washer
BASEMENT Walk-Out Access, Yes
CONSTRUCTION Brick
FIREPLACE Yes
HEAT Heat Pump, Propane
INTERIOR Ceiling Fan(s)
LOT 1.6 acre(s)
PARKING Driveway
POOL DESCRIPTION None
SEWER Septic Tank
STORIES 1
STYLE Ranch/Rambler
SUBDIVISION BALDWIN RIDGE
TAXES 5502
WATER Well
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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*Estimate only

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CONTACT US ABOUT 5290 HILLSIDE DRIVE
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Listing provided by Pearson Smith Realty, LLC
The multiple listing data appearing on this website, or contained in reports produced therefrom, comes in part from Metropolitan Regional Information Systems ("MRIS"). The information provided is for the viewer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. All real estate listings include detailed information about them that includes the name of the listing brokers and therefore may reference real estate listing(s) held by a brokerage other than the broker and/or agent who owns this web site.

All listing data, including, but not limited to, square footage and lot size is believed to be accurate, but the listing agent, listing broker and respective Multiple Listing Services and their affiliates do not warrant or guarantee such accuracy. Therefore, all data should be personally verified through personal inspection by and/or with the appropriate professionals. Listing data last updated 7/29/26 1:49 PM PDT.

The listing information on this web site is from various brokers who participate in IDX.

Copyright 2026 MRIS. All rights reserved.

This IDX solution is (c) Diverse Solutions 2026.

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MJ HOME SALES – Better Service. Better Real Estate

Pearson Smith Realty  |  43777 Central Station Drive, #Suite 390, Ashburn, VA 20147
Mobile: 703-863-7357   |   Office: 703-967-1096 |   Fax: 571-386-1081   |   www.mjhomesalesva.com

  • About Us
  • Selling
  • Buying
  • Investing in Real Estate
  • Marketing
  • Get Pre-Qualified
  • 377 Old Winchester Rd. Boyce VA 22620
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