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  • 377 Old Winchester Rd. Boyce VA 22620

14100 Chesterfield Lane, CULPEPER, VA 22701 (MLS # VACU2013666)

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Realtor Matthew Wahlstrom
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PRICE $749,900 dsIDX morgage calculator
BEDS 5
BATHS 4
HOME SIZE 3,779 sqft
LOT SIZE 11.17 ac
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Experience the perfect blend of quality craftsmanship, privacy, and country living with this custom-built Colonial situated on 11+ country acres just minutes from downtown Culpeper. Lovingly maintained by its original owner, this beautifully constructed 5-bedroom, 4-bath home offers over three finished levels of thoughtfully designed living space, exceptional versatility, and timeless appeal. From the moment you arrive, you'll appreciate the peaceful setting, expansive open yard, wooded privacy, and welcoming front porch that make this property truly special. Built with everyday living and entertaining in mind, the home offers generous room sizes, quality finishes, and a flexible floor plan designed to accommodate every stage of life. The inviting main level features beautiful hardwood flooring, a private office or den, an oversized family room with a cozy gas fireplace, formal dining room, full bath, and convenient main-level laundry. At the heart of the home is the expansive country kitchen, complete with abundant cabinetry, oversized center island, pantry, coffee bar, wine refrigerator, generous prep space, and bright breakfast area"”perfect for gathering with family and friends. Upstairs, the spacious primary suite serves as a private retreat featuring a large walk-in closet and luxurious ensuite bath with double vanities, an oversized soaking tub, and separate walk-in shower. Three additional generously sized bedrooms with updated luxury vinyl plank flooring complete the upper level. A private bonus suite over the attached garage provides endless possibilities for guests, multi-generational living, a home office, studio, or private retreat. The finished walk-out basement expands your living space with a large recreation room, kitchenette with microwave and mini refrigerator, full bath, additional laundry hookup, and flexible space ideal for a media room, gym, playroom, or hobby area. Unfinished workshop and storage areas offer excellent space for projects and future expansion. Step outside and enjoy everything this remarkable property has to offer. Relax on the covered rear porch, entertain on the expansive multi-level deck, gather around the fire pit, or simply enjoy the peaceful views and abundant wildlife that surround you. Designed with hobbyists, contractors, outdoor enthusiasts, and RV owners in mind, the property includes an oversized attached two-car garage, detached powered garage/workshop, dedicated woodworking shop, spacious 24x36 loft, 30-amp RV service, and an impressive RV shelter providing exceptional storage and workspace. Recent improvements provide peace of mind and include a new roof July (2026), fresh interior paint (2026), dual-zone HVAC (2022), water softener (2025), well pump and sump pump (2024), water heater (2020), updated upper-level luxury vinyl plank flooring, and freshly painted decking. Offering quality construction, unmatched flexibility, and the rare opportunity to own a beautifully maintained custom home on 11+ private acres, this exceptional property delivers the best of peaceful country living while remaining just minutes from schools, shopping, dining, and historic downtown Culpeper.

DAYS ON MARKET 1 LAST UPDATED 7/23/2026
TRACT CHESTERFIELD ESTATES YEAR BUILT 2000
GARAGE SPACES 2.0 COUNTY CULPEPER
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
School District CULPEPER COUNTY PUBLIC SCHOOLS
Elementary School SYCAMORE PARK
Jr. High School CULPEPER
High School CULPEPER

PRICE HISTORY
Prior to Jul 23, '26 $799,000
Jul 23, '26 - Today $749,900


ADDITIONAL DETAILS
AIR Ceiling Fan(s), Central Air, Electric, Heat Pump
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Electric Oven, Electric Range, Gas Water Heater, Ice Maker, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Water Purifier
BARN/EQUESTRIAN Yes
BASEMENT Daylight, Exterior Entry, Interior Entry, Partial, Partially Finished, Walk-Out Access, Yes
CONSTRUCTION Vinyl Siding
EXTERIOR Storage
FIREPLACE Yes
GARAGE Yes
HEAT Fireplace Insert, Heat Pump, Propane
HOA DUES 350|Annually
INTERIOR Ceiling Fan(s), Kitchen Island, Open Floorplan, Pantry, Recessed Lighting, Soaking Tub, Walk-in Closet(s)
LOT 11.17 acre(s)
LOT DESCRIPTION Back Yard, Front Yard, Level, Private, Wooded
PARKING Oversized, Garage Door Opener, Garage, Driveway, Inside Entrance, Attached
POOL DESCRIPTION None
STORIES 2
STYLE Colonial
SUBDIVISION CHESTERFIELD ESTATES
TAXES 4000
WATER Private
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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CONTACT US ABOUT 14100 CHESTERFIELD LANE
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Listing provided by RE/MAX Gateway
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 7/24/26 1:42 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

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  • 377 Old Winchester Rd. Boyce VA 22620
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