Hillsboro Homes with Colonial Style

Hillsboro Homes with Colonial Style

Welcome to Hillsboro, Oregon, a charming city that beautifully marries the tranquility of suburban living with the vibrancy of urban amenities. Nestled just 20 miles west of Portland, Hillsboro boasts a rich history, stunning natural landscapes, and a welcoming community that makes it an ideal place to call home. Known for its excellent schools, diverse cultural offerings, and a robust economy driven by high-tech industries, Hillsboro is perfect for families, professionals, and retirees alike.

One of the standout features of Hillsboro is its array of beautiful homes, particularly those showcasing Colonial style architecture. These homes exude timeless elegance, characterized by their symmetrical facades, gabled roofs, and classic brick or wood siding. With spacious interiors and traditional layouts, Colonial-style homes offer a perfect blend of comfort and sophistication. Many of these residences are set on generous lots, often adorned with manicured gardens, creating a picturesque setting for outdoor gatherings and family activities.

Living in a Colonial-style home in Hillsboro means enjoying the charm of yesteryear while benefiting from modern conveniences. Many of these homes have been thoughtfully updated, featuring contemporary kitchens, cozy living spaces, and energy-efficient systems, ensuring a perfect balance of historic charm and modern comfort.

As you explore the vibrant neighborhoods of Hillsboro, you'll find a strong sense of community, with local parks, farmers' markets, and cultural events that foster connections among residents. Whether you're drawn to the historical allure of Colonial homes or the lively spirit of Hillsboro, this city offers a unique lifestyle that is both enriching and fulfilling. Come discover your dream home in this delightful corner of Oregon!

Newest Hillsboro Homes with Colonial Style

$674,900
3 Beds ⋅ 2 Baths
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

Listing courtesy of Washington Fine Properties, LLC. Contact:

$1,099,900
5 Beds ⋅ 5 Baths
***OPEN HOUSE SUN AUG 9TH 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

Listing courtesy of Redfin Corporation. Contact:

$719,000
4 Beds ⋅ 3 Baths
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

Listing courtesy of Keller Williams Realty. Contact: 7036690099
$999,000
3 Beds ⋅ 3 Baths
THE MANN HOUSE — A RARE OPPORTUNITY ON 12 ACRES The Mann House is a 1740 log and stone estate on 12.08 acres in western Loudoun County, with frontage on Catoctin Creek. Built by John Mann on land originally purchased from Thomas Fairfax — cousin of Lord Fairfax — it's one of Virginia's oldest privately held homes, owned by just five families in nearly 300 years. A Property With Options Live in it, work it, or build a business around it. Zoned AR1, the property supports agricultural, equestrian, and low-density commercial uses. The land is suited to a hobby farm (goats, llamas, bees), boutique vineyard, farm winery, wellness retreat, bed and breakfast, short-term rental, or boutique wedding venue (subject to Loudoun County approval). Located just minutes from Loudoun's wine trail and Hillsboro's scenic corridor, with rolling pastures, wooded trails, and creek frontage. Historic designation may also qualify the property for state and federal tax credits on approved restoration or preservation work. The Home Three bedrooms, 2.5 bathrooms, 2,071 square feet. The original character is intact: hand-hewn log walls, wide-plank pine floors, two massive fieldstone fireplaces, and authentic wood paneling throughout. The kitchen has been updated with Argentine and Brazilian marble countertops, custom cabinetry, stainless steel appliances, and a striking exposed beam overhead — built for gathering. A stone-lined root cellar offers wine storage or a unique historic feature, and the original spring house, summer kitchen, and historic outbuildings remain on the property. Built to Support a Bigger Vision The infrastructure has been intentionally sized and updated to support both family living and business use: Well: 963-foot deep private well connected to an underground river, rated for up to six (6) bedrooms. Big Blue whole-house filtration, flushing filtration system, and new pressure tank (February 2025). Septic: Designed for a six (6) bedroom residence — providing ample capacity for expansion or commercial use. Holding tank and main tank upgraded with new pump, power, and alarm in Fall 2023. Electrical: Two 200-amp panels (42-pole main + 24-pole secondary dedicated to kitchen and HVAC), plus Dominion Energy WiFi-monitored smart meter (2023). HVAC: Two split-system 5-ton heat pumps (one per level), main level replaced 2020, upper level replaced 2023. Ductwork professionally cleaned with UV purification system (2024). Roof: Standing seam metal on both the main residence and rustic log cabin — a true "install once" investment-grade roofing system. Recent Updates New LG stacking washer and dryer (September 2025) New Bosch dishwasher (December 2025) New pressure tank (February 2025) Full plumbing, electrical, and HVAC inspections completed by Appleton Campbell (October–December 2024) Ductwork UV purification system installed (December 2024) Bath faucets and shower heads replaced (2023) The Bottom Line The Mann House offers the privacy and character of early colonial Virginia with the comfort and reliability buyers expect today — and well, septic, and electrical capacity built for far more than a 3-bedroom home. It's a legacy estate ready for family living, business vision, or both. Offered at $999,000

37275 Charles Town Pike, Hillsboro

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com
$1,299,900
4 Beds ⋅ 5 Baths
Owners offering $10,000 closing cost credit with acceptable contract offer! Welcome home to this stunning colonial peacefully situated on a 1.71 acre lot with over 5,300 square feet of living space & a Tesla solar roof system that was installed in 2025. This premium solar roof system has a Powerwall battery back up supply to provide power during power outages! The covered front porch greets you as you enter into the front foyer. Spacious living room, formal dining room & privately tucked place library on the main level ideal for working from home. Grand two story family room with stone surround gas fireplace & tons of light. Expansive gourmet kitchen with center island, stainless steel appliances, upgraded backsplash & morning room extension with access to rear yard for future outdoor space. Main level mudroom with additional exit to the outside & half bath too. Large primary suite with coffered ceiling, walk-in closet & luxurious bath with soaking tub & separate shower. The second bedroom features private bath. Third & fourth bedrooms share a spacious third bath. Walk-up lower level with recreation room with new carpet in 2025, 5th bedroom/den, fourth full bath, den/craft room & storage room. Oversized three car garage with car charger & expanded driveway allowing for additional parking. This home is peacefully located on a paved cul-de-sac street with a large rear yard providing ample open space as well as trees providing privacy.

14963 Creek Point Ct, Hillsboro

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com
$7,500,000
5 Beds ⋅ 10 Baths
A rare and distinguished offering in the heart of Loudoun County's celebrated wine corridor, 868 Estate Vineyards stands among Virginia's most decorated and dynamic wine estates. Fresh off a standout showing at the 2026 Virginia Governor's Cup — two Gold Medals (2023 Meritage, 2022 Meritage) and two Silvers (Cabernet Franc, Sauvignon Blanc) — the estate continues to build on its landmark win of the 2020 Governor's Cup for its 2017 Vidal Blanc Passito, cementing its place among the Commonwealth's most consistently awarded producers. Set across approximately 120 rolling acres, with 21 acres currently under vine, the property offers both immediate production strength and meaningful room to grow. The vineyard reflects thoughtful site selection and varietal diversity, with plantings that include Chambourcin, Chardonel, Petit Verdot, Cabernet Franc, Tannat, Sauvignon Blanc, Petit Manseng, Merlot, Viognier, and Nebbiolo. Substantial additional acreage supports future vineyard expansion, agritourism, or complementary estate improvements — giving the next steward room to scale while preserving the property's pastoral character. The recognition runs deep. The 2023 Sauvignon Blanc earned Best in Class at the 2025 Loudoun Wine Awards and a Gold at the Virginia Governor's Cup, joined by Golds for the 2022 Meritage and 2022 Chardonnay. The 2023 Meritage also earned a Gold Medal and 93 points from the American Wine Society. A comprehensive list of awards and scores is available upon request. The winery is fully equipped as a turnkey production and hospitality operation, including a temperature-controlled steel tank room, barrel aging room, and dedicated case storage, with vineyard and winery equipment, machinery, tanks, barrels, and wine inventory included in the sale. Guest-facing amenities are equally compelling: a well-established tasting room with a loyal regional following, a covered pavilion, a large permanent canopy built for weddings and private events, and a pergola and outdoor gathering spaces overlooking the vines — supporting diversified revenue through retail sales, wine club membership, private events, and destination tourism. Adding further depth are several significant structures: an 1840 manor house awaiting restoration, a winemaker's cottage with supporting outbuildings, and the former acclaimed farm-to-table restaurant, Grandale Farm, complete with commercial kitchen infrastructure and poised for reinvention as a culinary destination. Few Virginia wineries offer this combination of vineyard scale, award-winning production, event capacity, and culinary potential within a single integrated estate. The sale includes two LLCs encompassing the real estate, vineyard plantings, and operational winery assets — a seamless, turnkey acquisition. 868 Estate Vineyards is more than a winery purchase; it's the opportunity to steward an established, statewide-recognized brand with significant growth potential and lasting legacy in one of Virginia's most vibrant wine regions.

14001 Harpers Ferry Rd, Hillsboro

Listing courtesy of Hunt Country Sotheby's International Realty. Contact: (540) 687-8500
$525,000
3 Beds ⋅ 3 Baths
PLEASE NOTE that the Owner has listened to the current market, Price has been reduced to $525,000. It is a property of beautifully preserved quality on ¾ of an acre in an urban setting. Most unusual! When compared to equivalent historic properties it is now very competitively priced! This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle. Public landing with dock and kayak lauch is just a block away. The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and tobacco. The house has been altered slightly through the many decades, but the character of the original building dominates the architecture and "feel" of its 1794 era. Its charm and elegance remain. The rooms are commodious and inviting. The grand center ENTRANCE HALL is punctuated by the graceful stair, fine woodwork and doors. The LIVING ROOM, as expected, is spacious and comfortable with fireplace (now gas fired), original floors, and bookshelves. The DINING ROOM, of a grand size, features a fireplace (now gas), cabinetry and glass front cupboards. Two steps down from the dining Room the fully equipped KITCHEN is found with wood floor, exposed rafters and back stairway. Open from the kitchen is the GATHERING ROOM with wood floor and wide views of the grounds and gardens. A paver path from this room leads to the driveway and parking. An open DECK offers a secluded retreat off the kitchen wing BEDROOMS and BATHS are found on second floor. Two of which have fireplaces although decorative at this time. Access to the bedroom level is either from the main grand stairway or via the back stairs. Adding to the charm is the back stair hall in the primary bedroom wing located over the kitchen and "gathering" room. The baths are delightful. A surprise outbuilding is to the rear of the grounds. A perfect spot for an office, studio or storage. Another smaller outbuilding offers more storage. The grounds feature tall mature trees and fencing. The William Smith House is all one would expect built in a gracious era with a colorful history. WHERE IS HILLSBORO?? Hillsboro lies a short distance from both Denton, Caroline County and Easton in Talbot County. Chestertown, in Kent County, is just 40 minutes. Annapolis, the Capitol of Maryland, is less than an hour. Unique shops, sailing facilities, live theater and restaurants abound. Hillsboro is from 1- 2 hours from the "rest of the world" for BWI, National and Philadelphia airports are a swift drive away. Dulles a bit further. A private airport is found in Easton. - 15 minutes. Atlantic Ocean resorts are about an hour. Adkins Arboretum is 1.5 miles. Adkins is a 400-acre native garden and preserve, provides exceptional experiences in nature to promote environmental stewardship. The Hillsboro Public Landing on the Tuckahoe is just a block from property. This property and lifestyle is an enriching experience” It awaits its next steward(s).

22005 Main St, Hillsboro

Listing courtesy of Maryland Heritage Properties. Contact: (443) 480-7342
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