Hillsboro Real Estate

4 Beds ⋅ 2 Baths ⋅ MDCM2007636 MLS

Welcome to this stunning Victorian gem built in 1900, gracefully resting on three combined lots totaling .76 acres of mature, beautifully planted grounds. From the moment you arrive, the home's presence is unmistakable; a sweeping wrap-around front porch invites you in, while a fully enclosed back porch offers a quiet retreat overlooking the private backyard. Step inside to discover soaring high ceilings and generously proportioned rooms that speak to a bygone era of craftsmanship. Original hardwood floors, pocket doors, and period fixtures and hardware remain lovingly preserved throughout, offering that rare, authentic character today's buyers dream of. Two separate staircases lead to the second floor, where you'll find four spacious bedrooms and a beautifully updated full bathroom. The home has been thoughtfully modernized where it counts most- a stylishly updated kitchen anchors the main level, complemented by a fully updated main-floor bathroom, so timeless charm meets everyday comfort. Recent mechanical updates provide additional peace of mind, including new heat pumps installed in 2020 and 2021, a new roof, and chimney repairs completed in 2022. Outdoor space is just as impressive as the home itself. The grounds include two outbuildings- a small horse barn with stall and a versatile storage shed with workshop area- along with an expansive 5-bay garage/shop, perfect for cars, boats, hobbies, or storage of every kind. This is a rare opportunity to own a true piece of history, thoughtfully updated for modern living, on nearly three-quarters of an acre of storybook grounds. Homes with this much land, character, and versatility simply don't come along often. Welcome home.

22040 Main St, Hillsboro

$674,900

3 Beds ⋅ 2 Baths ⋅ VALO2122334 MLS

Tucked into the heart of historic Hillsboro, this 1885 farmhouse blends post–Civil War architecture with modern comfort in one of Loudoun County’s most charming villages. The era saw both farmhouse‑style and Victorian homes built here, and this clapboard farmhouse stands out with higher ceilings, original hardwood floors, and a warm, inviting layout. Inside, you’ll find a living room with wood‑burning stove, an updated kitchen with gas cooking, clever storage, and generous light, plus a dining room with built‑ins and a cozy family room that nods to the old “sleeping porch” tradition with its distinctive windows and porch access. Upstairs, the ensuite primary bedroom is unusually generous for a historic home, offering two walk‑in closets and a renovated bath with custom shower, rain shower head, and clawfoot tub overlooking the backyard. Two additional bedrooms provide comfortable space for guests, family, or a home office, and a renovated main‑level full bath doubles as a laundry room with hex tile, subway‑tiled shower, and stackable washer/dryer. Outside, the home sits on nearly three‑quarters of an acre with a large backyard, garden shed, and valuable off‑street parking—ideal for relaxing, gardening, or entertaining while enjoying the quiet village setting. This historic home has too many upgrades and improvements to list here, including new or newer roof, windows and furnace, see listing documents for a complete list. Beyond the property itself, Hillsboro offers a preserved streetscape, artisan and community events, and convenient access to popular destinations. Wineries and breweries in Loudoun County are close by, and West Virginia attractions such as Harpers Ferry and the Charles Town racetrack & casino are within easy reach. Whether you’re seeking a character‑rich primary residence or exploring the home’s potential for short‑term rental or weekend‑getaway use, this farmhouse captures a timeless village lifestyle with strong regional appeal.

36944 Charles Town Pike, Hillsboro

$1,099,900

5 Beds ⋅ 5 Baths ⋅ VALO2131238 MLS

***OPEN HOUSE SUN AUG 2ND 1-3PM*** Welcome to Birch Hollow, a quiet cul‑de‑sac community surrounded by open common areas, a scenic neighborhood pond, and sweeping mountain views that capture the best of Western Loudoun. This beautifully maintained 6,400+ sq ft home offers a rare blend of privacy, comfort, and thoughtful updates — all priced at its recent appraised value. The main level features a highly desirable layout with three bedrooms, including a spacious and serene primary suite with beautiful natural light and peaceful views. A bright sunroom, dedicated office, and open kitchen‑to‑dining flow make the home feel both comfortable and connected. Over the past three years, the owners have invested in meaningful upgrades including professionally refinished wood floors, brand‑new side entrance steps, a freshly painted and sealed back deck, and a new stone wrap‑around walkway connecting the driveway to the deck. The front walkway has been refreshed and leveled for a cleaner, more welcoming entry, and outdoor speakers were added to enhance relaxation and entertaining. Upstairs, a private en‑suite bedroom offers an ideal guest retreat. The finished basement expands the home’s versatility with a multipurpose room, workshop space with conveying work tables, and additional areas perfect for hobbies, fitness, or recreation. Outdoor living is a standout feature. The home’s position captures peaceful views in every season, and the surrounding common areas make the property feel larger and more open than its acreage suggests. The neighborhood HOA is exceptionally lenient with an already approved plan for an outdoor pool, allowing homeowners to make improvements without restrictive oversight while maintaining shared spaces like the pond and open fields that give Birch Hollow its charm. With its flexible floor plan, premium updates, serene setting, and move‑in readiness, this home offers a rare opportunity to enjoy refined living in one of Hillsboro’s most picturesque communities. *Recent appraisal on hand supporting the list price. Happy to share upon request*

35987 Birch Hollow Ln, Hillsboro

$1,250,000

5 Beds ⋅ 5 Baths ⋅ VALO2130546 MLS

LOOKING for a c. 1870's Farmhouse on 21 acres near the historic town of Hillsboro? Welcome home! This charming traditional Virginia Farmhouse offers 3 stories (old log cabin portion & new additions), 4000 sq ft, 5 bedrooms & 4.5 baths, NEW paint, tons of natural light, stone fireplace, hardwood floors, eat in kitchen w/granite counters, enclosed porch w/original log/stone walls, stone/exposed beams, formal dining room, french doors, built in cabinetry, walk in closets, home office, tin roof, unfinished basement w/inside & walk out access, double porches overlooking your inground pool, tennis court, stocked pond & the original stone spring house. The home is located in one of the best areas in the Northern Virginia Wine & Hunt Country....your neighbor is Breaux Vineyards w/400+ac! Great potential for Airbnb, horse farm (lush pastures), investment property, or private estate. Zoned Agricultural & scenic byway. The farm is conveniently located to nearby Purcelleville, Waterford, Leesburg & Middleburg for fine dining, farm to table, Equestrian Venues (trainers, riding lessons, boarding facilities & shows), 30 min to Morven Park, shopping & medical facilities.

13732 Harpers Ferry Rd, Hillsboro

$779,900

4 Beds ⋅ 5 Baths ⋅ VALO2130374 MLS

PRICE REDUCTION!! APPRAISAL REPORT CAME BACK AT 800K. MOTIVATED SELLER. COME CHECK IT OT. Get ready to fall in love with this open floor plan, on over 1 acre of land. a peaceful escape. Hardwood floor, and plenty of space. Large front porch. A MUST SEE!!

11337 Russell Rd, Hillsboro

$1,195,000

3 Beds ⋅ 4 Baths ⋅ VALO2130292 MLS

Set on 3+ acres just outside the historic village of Hillsboro, established in 1752, this circa 1833 home began as the Salem Methodist Church and its detached schoolhouse. Both structures were built with local fieldstone walls 23 to 24 inches thick, and a late-1960s addition adds cypress siding. Today, the former church serves as a gracious entrance, with its original doors opening to a great room featuring vaulted ceilings and an expansive wood-burning fireplace. Artfully updated over the years, the home's 3,272 finished square feet still capture its true essence — from the stunning stone flooring in the former church to heart-of-pine and oak floors, black walnut fireplace mantels, and vintage wall sconces. The main house includes 3 bedrooms, 2 full baths, and 2 half baths, plus a 714-square-foot detached guest house. Historic charm and thoughtful updates come together seamlessly across both structures. The grounds are equally compelling, with a front porch, screened porch, expansive patio, manicured gardens, walking trails, and a barn for animals — all just off Route 9, amid the area's award-winning wineries, a short drive from downtown Purcellville.

14127 Harpers Ferry Rd, Hillsboro

$1,115,000

3 Beds ⋅ 2 Baths ⋅ VALO2129782 MLS

Welcome to elegant, turnkey 13855 Paris Breeze Pl, your exclusive, private happy place. Create a home of ease and beauty in this single level three bedroom, 2018 ranch stunner on 10.3 acres that effortlessly combines light, scale, and comfort. Paris Breeze sits at the convergence of community, wilderness, and agriculture, merging the best of all worlds. Whether it’s enjoying the cool mountain breeze and gazing at the meadow beyond the historic stone wall on the shaded, custom stamped back patio, hiking into your woods on cleared trails to lose your mind and find your soul, hosting cozy neighborhood gatherings around the fire pit, or starting your own viniculture project, this property has it all and does it with style. Paris Breeze features fully upgraded ceiling fans and light fixtures, upgraded primary bath barn doors, a new storage shed, updated landscaping hugging the home perimeter and throughout the front and back yard, newly planted evergreen and native trees, Tree of Heaven removal, and more! Ample cabinet space, pantry, island, and gorgeous modern granite countertops grace the gourmet kitchen. HVAC has been regularly and recently serviced. In the versatile basement, 10ft ceilings lend an expansive feel. The lower level also features a rough in for plumbing and has been framed and wired for a fourth bedroom. Active Radon mitigation was installed in 2024, in addition to a new well pump still under warranty. Two main electric service panels at 200 amps each provide substantial power for a workshop or electricity for the shed. This home sparks joy! You are invited to come to the heart of wine country, imagine yourself unwinding on a soft summer evening after a rain, watching the sun set behind the mountain or stargazing while listening to water flow through the meandering creeks in your woods.

13855 Paris Breeze Pl, Hillsboro

$1,799,000

4 Beds ⋅ 5 Baths ⋅ VALO2128076 MLS

Now Offered at $1,799,000 Welcome to a truly one-of-a-kind custom estate, thoughtfully designed by Homes of Atlanta and built in 2014 to combine timeless craftsmanship with exceptional flexibility for today’s lifestyle. Privately situated on 3 picturesque acres with no HOA, this remarkable property is ideal for multigenerational living, automotive enthusiasts, hobbyists, or anyone seeking space without compromise. Rich hardwood flooring, quality finishes, and thoughtfully designed living spaces create an inviting atmosphere. The main level features formal living and dining rooms, a private office, and a spacious gathering area centered around a beautifully appointed kitchen with Thomasville cabinetry, granite countertops, and GE Profile stainless steel appliances. One of the home’s most distinctive features is the private main-level guest suite, complete with its own kitchen featuring matching Thomasville cabinetry and granite countertops, a full bath, bedroom, and additional living space. Use it as a comfortable suite for extended family, guests, or a live-in caregiver—or adapt the space to suit your current lifestyle as a media room, exercise room, family room, game room, or combination of uses. A conveniently located main-level laundry room includes an LG washer and dryer. Upstairs, three generously sized bedrooms each feature a private ensuite bath, including an elegant primary suite designed as a peaceful retreat. An elevator shaft is already in place, providing the opportunity for future elevator installation and enhanced accessibility. The level backyard offers endless possibilities for a future pool, outdoor entertaining, gardens, or simply enjoying the privacy of the surrounding acreage. A charming 16' x 24' outbuilding, designed to complement the detached garage, is currently used for storage but could be transformed into a home office, potting shed, creative studio, fitness space, or fun and relaxing she shed. Car collectors and hobbyists will appreciate the extraordinary heated and cooled detached garage. Equipped with two removable automotive lifts, the building can accommodate up to eight vehicles and includes a convenient half bath. Above the garage is a beautifully finished one-bedroom apartment—ideal for guests, a private office, or independent living. Additional features include: Verizon Fios high-speed internet Private well and conventional septic system Chickens welcome No HOA Offering an exceptional combination of craftsmanship, versatility, and future-forward design, this custom estate presents a rare opportunity to enjoy luxury living with room to grow, gather, and create lasting memories.

16081 Purcellville Rd, Hillsboro

$1,250,000

5 Beds ⋅ 5 Baths ⋅ VALO2126090 MLS

SELLERS ARE ACCEPTING BACKUP OFFERS -CURRENT BUYERS NEED TO SELL THEIR HOME. Welcome to country elegance in the heart of Western Loudoun. Situated on 3 picturesque acres in Hillsboro, Virginia, this stunning Colonial offers more than 4,500 square feet of beautifully finished living space across three levels — blending upscale comfort with the peaceful lifestyle so many Buyers are searching for today. Built in 2019, this exceptional property enjoys the rare combination of privacy, open space, and walkability to the charming historic town of Hillsboro — one of Loudoun County’s true hidden gems. A welcoming covered front porch sets the tone as you step into a bright, inviting foyer filled with natural light. The thoughtfully designed main level features hardwood floors, vaulted ceilings, elegant formal spaces, a versatile bonus room, and grand family room anchored by a stunning gas fireplace with expansive countryside views. You're welcomed by a brightly filled foyer anchored by the formal dining room and bonus room. The front facing office affords the user pristine country views of rolling hayfields backed against the gorgeous Short Hill Mountains, while working from home. At the heart of the home is a truly impressive custom designed Gourmet Kitchen designed for gathering and entertaining. The kitchen showcases an oversized center island, stainless steel appliances, upgraded cabinetry, premium countertops, and a sun-filled morning room with seamless access to the outdoor living spaces. A private study, mudroom, and convenient half bath complete the main level. Upstairs, the luxurious primary suite offers a peaceful retreat with vaulted ceilings, a spacious walk-in closet, and a beautifully redesigned spa-like bath featuring dual vanities, custom cabinetry, and a massive glass-enclosed shower. Four additional bedrooms and two additional full baths provide abundant flexibility for family, guests, hobbies, or multigenerational living. The finished walk-out lower level with full-bath adds an entirely new dimension to the home, ideal for recreation, entertaining, fitness, or extended guest space. And for peace of mind, know the entire home is on a 2024 whole home generator, 2024 water softener system, and 2019 water purification system. Outside, the property truly shines. Imagine evenings around the fire pit, mornings collecting eggs from your chickens, flourishing flower and vegetable gardens, and peaceful views of neighboring pastures. A large shed and green house provide ample storage for gardening tools, outdoor equipment, or future hobby spaces. Whether you're searching for room to grow, a quieter lifestyle connected to nature, or an elegant countryside retreat with modern conveniences, this property offers the best of all worlds. Enjoy walks into downtown Hillsboro, visits to nearby wineries (closest is Doukenie Winery) and breweries, and unforgettable Fourth of July fireworks viewed right from your own front porch. This is the Loudoun County lifestyle Buyers dream about — refined country living with space, beauty, and convenience all in one extraordinary property. SCHEDULE YOUR TOUR TODAY!

15002 Mountain Rd, Hillsboro

$719,000

4 Beds ⋅ 3 Baths ⋅ VALO2120110 MLS

Historic charm with modern updates! A century old and beautifully maintained, this Loudoun Heights farmhouse sits on 1.6 acres of landscaped grounds. The scenic setting welcomes you in with mature trees, a rose hedge, crape myrtles, established blackberries, and an irrigated garden, all framed by landscape lighting and a paved driveway. A generous front porch invites you to slow down and relax before stepping inside, where refinished original hardwood floors run throughout the home, paired with fresh paint and restored windows. The foyer opens to a formal dining room with a bright bay window, plus a separate formal living room for entertaining or everyday enjoyment. The family room flows naturally into the kitchen and casual eat-in dining area, with sliding doors leading to the deck for grilling and gathering. The kitchen has been updated with granite countertops and upgraded appliances including a gas cooktop, refrigerator, and dishwasher. A powder bath features new granite, vanity, and mirror, and the spacious laundry room includes a remodeled shower, refreshed cabinetry and closets, and an upgraded washer and dryer. Upstairs, the primary suite offers a fully remodeled en suite bath, with additional on the secondary upstairs bath. Interior closets throughout the home have also been remodeled. Outdoors, a screened porch with a television and sun-blocking shade extends your living space into the picturesque grounds. Another standout is the stone garage with its own heating and cooling, offering endless possibilities such as a studio, workshop, or guest space. Major systems have been brought current as well, with new first-floor HVAC, the garage HVAC, water heater, gutter guards, a generator that backs up one of the 2-200amp panels with automatic transfer switch, and 50-amp RV service. The location puts you minutes from Harpers Ferry and its restaurants, shops, and historic landmarks, as well as a short drive to historic Hillsboro and numerous parks, trails, wineries, and breweries. A rare combination of history, acreage, and turn-key living in a sought-after corner of Loudoun County.

37151 Branchriver, Hillsboro

$1,595,000

4 Beds ⋅ 5 Baths ⋅ VALO2124894 MLS

Gorgeous homes in an idyllic setting - Welcome to The Ridges! 1-2 acre Home sites in the Western Loudoun countryside in Hillsboro. Base price shown is for the Magnolia Way Floorplan and we have many other plans including those with first floor primary suites, farmhouse kitchens, multi-generational options and our new Transitional Collection. All homes include exceptional standard features including 10' main level ceilings, hardwood floors, upgraded cabinetry and countertops, extensive trim package, and HardiePlank exterior. Plans are ready to be customized! Visit our DECORATED MODEL HOMES AND SALES OFFICE-16670 & 16658 Huntwick Place, Hamilton , VA 20158. Directions from Leesburg: Route 7 west to Hamilton Station Rd exit. Turn right on Hamilton Station Rd. Right on Colonial Hwy. Right on Ivandale St. and proceed under Rte 7. Ivandale Farm is on the right near the intersection of Ivandale Rd. and Piggott Bottom Rd. Open Daily 11-5. Ask about Closing Cost Credit! HOA fees are estimates Features, square footage, beds & baths are per base floor plans.

36660 Heskett Ln, Hillsboro

$1,405,000

4 Beds ⋅ 4 Baths ⋅ VALO2124892 MLS

Gorgeous homes in an idyllic setting - Welcome to The Ridges! 1-2 acre Home sites in the Western Loudoun countryside in Hillsboro. Base price shown is for the Huntwick Farm Floorplan and we have many other plans including those with first floor primary suites, farmhouse kitchens and multi-generational options All homes include exceptional standard features including 10' main level ceilings, hardwood floors, upgraded cabinetry and countertops, extensive trim package, and HardiePlank exterior. Plans are ready to be customized! Visit our DECORATED MODEL HOMES AND SALES OFFICE-16670 & 16658 Huntwick Place, Hamilton , VA 20158. Directions from Leesburg: Route 7 west to Hamilton Station Rd exit. Turn right on Hamilton Station Rd. Right on Colonial Hwy. Right on Ivandale St. and proceed under Rte 7. Ivandale Farm is on the right near the intersection of Ivandale Rd. and Piggott Bottom Rd. Open Daily 11-5. Ask about Closing Cost Credit! HOA fees are estimates Features, square footage, beds & baths are per base floor plans.

36660 Heskett, Hillsboro

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