Hillsboro Homes with Fee Simple Ownership

Hillsboro Homes with Fee Simple Ownership

Welcome to Hillsboro, Oregon—a vibrant city nestled in the heart of Washington County, just a stone's throw from the bustling metropolis of Portland. Known for its rich agricultural heritage, Hillsboro beautifully blends urban convenience with the charm of rural landscapes. As one of the fastest-growing cities in the Pacific Northwest, Hillsboro boasts a diverse community, thriving local businesses, and an array of recreational opportunities, making it an ideal place to call home.

The city is renowned for its stunning parks, excellent schools, and a variety of cultural events that foster a strong sense of community. Whether you’re exploring the scenic trails of Rood Bridge Park or enjoying the local flavors at the Hillsboro Farmers' Market, there’s always something to experience. The city's commitment to sustainability and innovation has also made it a hub for technology and science, attracting companies and talent from across the region.

When it comes to housing, Hillsboro offers a wide range of options, including homes with Fee Simple Ownership. This type of ownership gives homeowners full rights to their property, providing the freedom to make modifications, enjoy outdoor spaces, and build equity without the constraints typically associated with leasehold arrangements. Whether you’re looking for a cozy single-family home, a modern townhome, or a spacious condominium, Hillsboro’s real estate market caters to diverse lifestyles and budgets.

Discover the charm of Hillsboro, where community spirit meets modern living, and find your dream home in this picturesque city today!

Newest Hillsboro Homes with Fee Simple Ownership

$350,000
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
$2,150,000
5 Beds ⋅ 5 Baths ⋅ VALO2129888 MLS
A Rare Estate Opportunity in the Heart of Western Loudoun's Wine Country **Attention Veterans** This home has a 5.1% rate and it is assumable!!! Welcome to a one-of-a-kind luxury estate in Hillsboro, VA — where custom craftsmanship meets unmatched privacy on over 17 acres of protected conservancy land. Built in 2023 by Carrington Homes, this semi-custom masterpiece delivers over 8,300 square feet of impeccably finished living space, featuring 5 spacious bedrooms and 5 designer bathrooms. Tucked at the end of a long, private driveway and framed by rolling pastoral farmland, this estate offers the kind of seclusion and serenity that's nearly impossible to find this close to everything that matters. Step inside to discover wide-plank upgraded hardwood floors, soaring ceilings, and exquisite architectural trim throughout. The gourmet kitchen serves as the heart of an open-concept floor plan made for effortless entertaining and everyday luxury. Generously proportioned bedrooms and beautifully appointed bathrooms create a sense of comfort and elegance in every corner of the home. Downstairs, a fully finished walkout basement adds even more flexible living and entertaining space. Outside, enjoy the best of both worlds — manicured lawn space blending seamlessly into expansive rolling, wooded, and pastoral grounds, creating your own private countryside escape. High-speed Verizon FIOS keeps you connected, even in this peaceful retreat. Minutes from the historic charm of Purcellville & Hillsboro, award-winning local wineries, and scenic country roads, yet still an easy commute to major corridors — this property offers the rare combination of rural tranquility and everyday convenience. This is more than a home — it's a legacy estate in one of Loudoun County's most coveted locations. Opportunities like this don't come often. Schedule your private tour today.

38149 John Wolford 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
$1,320,000
4 Beds ⋅ 4 Baths ⋅ VALO2129312 MLS
Mountain views, open pastures, and 10 beautiful acres create the perfect Western Loudoun retreat. Live or Airbnb with so many potential!! Located just minutes from historic Hillsboro and downtown Purcellville, this updated property offers nearly 4,000 finished square feet, privacy, and endless possibilities. Originally built in 1969, the home has been extensively updated over the years. Major improvements include HOt Water heater (2025) Washer & Dryer (2024), Windows and Doors (2013), complete Electrical Rewiring (2013), a 20'x50' addition (2014), a remodeled kitchen with cabinets and appliances (2014), new septic system (2014), Roofs on the house and garage (2014), Siding on the garage and sunroom (2014), Replacement HVAC system (2020), Barn Roof (2021), and a finished 20'x50' lower level completed in 2022. Additional improvements include upgraded insulation, backup generator system, and attic insulation upgrades. The main level features hardwood floors, high ceilings, abundant natural light, and beautiful views from nearly every room. The updated kitchen opens to the living and dining areas, while the family room offers a wood-burning fireplace. The spacious sunroom with vaulted ceilings is the perfect place to enjoy the surrounding countryside year-round. The primary suite offers peaceful views and a private bath. A secondary bedroom includes a private bath, while the third bedroom is served by a full hall bath. An oversized laundry room provides additional storage and everyday convenience. The walkout lower level includes a fourth bedroom, full bath, and large recreation room. Approximately 1,000 square feet of unfinished space offers storage or future expansion opportunities. Outdoor living includes a front porch, rear patio with pergola, mature landscaping, and scenic mountain views. The property is currently enrolled in open space use and offers numerous opportunities. The three-stall barn conveys as-is. The detached 1,540-square-foot garage and workshop includes a heated section and provides exceptional space for vehicles, hobbies, equipment, or a home business. Currently operates as a successful AIRBNB| VRBO (short-term rental), this unique property offers opportunities as a private residence, weekend retreat, equestrian property, or investment opportunity. Conveniently located just off Route 9 with easy access to Airport, Purcellville, Hillsboro, wineries, breweries, and commuter routes.

13471 Sagle 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
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