$1,470,308Average Value$525Average Price per Sq Ft27Homes For Sale
Middleburg blends rustic warmth with upscale appeal
Lush, lavish and rustically elegant, Middleburg became known as the “Horse and Hunt Capital of the Nation” in the early 1900s and gained a reputation as a luxury retreat for the Washington elite in the ‘60s. But its auspicious beginnings actually date back to a stone tavern built in 1728. That tavern, the Red Fox Inn and Tavern, remains the oldest continuously operating inn in the United States and now serves as an iconic—and symbolic—landmark for the Town of Middleburg. Somphane Jones, a Realtor with Pearson Smith Realty and Loudoun County resident, describes Middleburg as, “a gorgeous, upscale place packed with understated luxury, but it’s more about the atmosphere. Take the Red Fox Inn. The food is phenomenal, but it’s so cozy and warm, that it transports you to another place. No matter when I’m there, it just feels like fall.”
Brick sidewalks add historic charm to Middleburg streets.
Middleburg attracts visitors with shops and historic charm.
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Home prices range widely, but all offer timeless appeal
The feeling that you can step into another time or place defines Middleburg so well. The homes themselves are like a choose-your-own-adventure book. For example, picture yourself downtown in a stately 1830 Federal-style brick manor house with five bedrooms, a broad circular driveway and an original stone smokehouse—the price tag is $1.7 million, but the experience is priceless. Or, for $500,000, write your story in a renovated two-bedroom cottage built in the late 1700s. If 1920s bungalows are your preferred genre, find one on a tree-lined block with three bedrooms and 2,000 square feet for $1.5 million. Want to spin a simple rural yarn? Head to the hills for a two-bedroom, 800-square-foot Cape Cod on a half-are for $425,000, or enjoy modern upgrades in a late 1800s farmhouse with three bedrooms and 1,500 square feet for $575,000. If your imagination is inspired by a historic horse farm anchored by a sprawling 1900 estate home with four bedrooms and more than 4,000 square feet, it’s yours for $3.4 million or more. You can tell equally tantalizing tales with a range of contemporary custom homes and planned communities offering a median list price of over $1 million.
Colonial Revival homes are common in Middleburg.
Stone cottage-style home adds charm to Middleburg.
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Loudon County Public Schools earn high remarks on Niche
Schools are also plentiful. Students can attend Loudoun County Public Schools like Banneker Elementary, which offers robust arts, music and gifted learning programs. Blue Ridge Middle School features more than 65 student clubs, and Loudoun Valley High School provides a Capstone program focused on post-secondary success. Each school receives an A-minus rating from Niche.
Loudoun County High School serves students in Middleburg.
Banneker Elementary has served Loudoun County for over 75 years.
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Middleburg has historic parks, pools and equestrian space
When school’s out, Middleburg provides the penultimate natural playgrounds. Visit Mickie Gordon Memorial Park, featuring 100 acres of sporting grounds, fishing ponds and picnic pavilions, or hike historic trails across open meadows and a 200-year-old bridge at the Battle of Uppersville Historic Park. Franklin Park offers 203 acres with athletic fields, a playground, fishing, equestrian facilities, picnic pavilions, a performing arts center and an outdoor pool. The historically elegant Middleburg Community Center also provides a pool, social events, classes and seasonal celebrations in town.
Purcellville Park's pavilion hosts community gatherings near Middleburg.
Middleburg offers parks for outdoor recreation.
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Downtown blends historic charm with shops and dining
Whatever your chosen adventure, historic downtown will play a leading role. Many buildings date from the late 1700s through the mid-1800s and announce themselves with bright awnings and decorative shingle signs. Jones calls downtown “the destination for eats and boutiques,” and it’s easy to see why. The commercial center buzzes with eclectic boutiques, high-end clothiers, equestrian shops and fine arts galleries. Dining options are everywhere. You can satisfy your seafood cravings at King Street Oyster Bar or dig into hearty pub fare at the Red Horse Tavern. Of course, you’ll need food for home, so Safeway provides your daily staples.
Locals browse boutiques in downtown Middleburg.
Red Fox Inn remains a landmark in Middleburg.
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Middleburg honors its equine roots with races and exhibits
For equestrian enthusiasts, Middleburg is nationally recognized for its annual events, including Christmas in Middleburg, where hounds lead horses and riders in full hunt regalia through town. You can also attend the Middleburg Spring Races or the Virginia Fall Races; catch America’s oldest horse show, the Upperville Horse and Colt Show; or explore the region's rich equine heritage at the National Sporting Library and Museum.
Luxury inns and scenic sips define Middleburg’s pampered side
And for those that like pampered play, wineries, breweries and luxury inns like the Salamander Resort and Spa or Good Stone Inn and Restaurant dot the countryside and provide breathtaking views and upscale experiences.
Greenhill Vineyards offers wine tasting near Middleburg.
King Street Oyster Bar serves seafood in Middleburg.
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Written By
Anna Strock
Photography Contributed By
David MacNeill
Video By
Alex Finneran
Interested in learning more about homes in this area?
Reach out to
Pamela Jones,
an experienced agent in this area.
GreatSchools:
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On average, homes in Middleburg, VA sell after 62 days on the market compared to the national average of 58 days. The median sale price for homes in Middleburg, VA over the last 12 months is $1,467,500, up 35% from the median home sale price over the previous 12 months.
Elegant Vineyard Hunt Box at the Residences at Salamander completed and ready for move-in on very-convenient-to-town Lot 19! Be among the first to own a thoughtfully designed Vineyard Hunt Box in the exclusive Residences at Salamander—a luxury community set adjacent to the Salamander Resort & Spa in the heart of Middleburgs iconic Wine and Hunt Country. This spec home begins construction in June
Designed for both refined entertaining and privacy, this incomparable property captures the essence of Virginia's hunt country with dramatic Blue Ridge Mountain views, mature oak trees, and bold streams creating a private sanctuary. The entertainer's paradise unfolds across 10.76 acre and 7,172 square feet of elegant living space featuring exquisite craftsmanship and seamless indoor-outdoor flow.
Unique and rare land parcel available right in the heart of the historic village of Middleburg. This offering is for a raw land parcel in the rear of the lot. This parcel was divided into two independent parcels fully approved by the town. (Front lot has a ranch home that is currently being renovated). The rear parcel is open, private and level with a pipe stem driveway for easy access. Enjoy a
The Jacob Mann House, circa 1817 and once home to Middleburg’s local tanner, is a charming fieldstone residence ideally located on the eastern edge of the historic village. Rich in character and thoughtfully updated, the home offers three bedrooms and two full baths including a main level primary suite. Step inside to find original hardwood floors, two fireplaces, built-ins, custom cabinetry, and
Circa 1938, this storybook stone and frame residence is beautifully nestled in the heart of the village of Middleburg, where timeless elegance and small-town charm converge. Meticulously restored to an exceptional standard, the home exudes warmth, character, and understated luxury, offering 3 bedrooms and 21⁄2 baths in pristine, turnkey condition.From the moment you enter, you are welcomed by
Canterwood presents a rare and compelling offering just moments from the heart of Middleburg—an exceptional 10.5-acre property that seamlessly blends refined living with a fully equipped equestrian lifestyle.The gracious home is thoughtfully sited to capture the beauty and tranquility of its surroundings. Inside, warm decor and hardwood floors, five fireplaces, and a notable elegant living
Want to build a custom home near Middleburg, but not wait for new construction? Welcome to Affirmed Park Court ...a stunning French transitional home located just minutes from downtown Middleburg in Banbury Cross Reserve, an exclusive enclave of custom homes. Offering over 6,000 square feet of beautifully finished living space, this home was thoughtfully designed for today’s discerning buyer and
A truly enchanting 4-bedroom, 4.5-bath residence nestled in the heart of Middleburg, this beautifully crafted home—built in 2019 by a highly esteemed local builder—offers an exquisite blend of timeless elegance and modern luxury. Thoughtfully designed and impeccably maintained, the home is presented in flawless, turnkey condition with refined finishes at every turn. At its heart, the gourmet
Welcome home to Woodland Farm: a legacy equestrian estate in the heart of Loudoun County. Experience the pinnacle of Loudoun County living on this extraordinary 16-acre sanctuary. Woodland Farm offers a rare convergence of country elegance, professional equestrian facilities, and multi-generational flexibility. Pass through stately stone pillars and follow a winding paved drive that crosses a
Carrington Homes at Banbury Cross Reserve is a unique community of 3-4 acre homesites in prime Hunt Country location - minutes from historic Middleburg. Featuring ALL BRICK Transitional/French/Modern/Farmhouse and Traditional architecture by James McDonald. Priced here is the popular Bellewood Manor. High end finishes include Four car garage, butler's pantry, mahogany front doors, extensive trim
Special home and property set in Virginia’s famed Hunt Country just west of Middleburg, this exceptional estate is the first property on the left in the sought-after Atoka Chase community. Enter through the private security gate and follow the tree-lined drive past the horse barn to a beautifully constructed Cape-style stone residence set on 18 fully fenced acres overlooking an amazing pond and
Carrington Homes at Banbury Cross Reserve is a unique community of 3-4 acre homesites in prime Hunt Country location - minutes from historic Middleburg. Featuring ALL BRICK Transitional/French/Modern/Farmhouse and Traditional architecture by James McDonald. Priced here is the popular Magnolia Way. High end finishes include Three car garage, butler's pantry, mahogany front doors, extensive trim
Located just over a mile east of historic Middleburg, Fox Hill Farm presents a rare opportunity to own a beautifully remodeled estate blending refined living with quintessential Virginia equestrian charm. Set on 7.6 picturesque acres, the property offers 6,547 finished square feet across the main residence and barn apartment, all accessed via paved and convenient Four Chimneys Lane off Little
Peter Leonard-MorganHunt Country Sotheby's International Realty
Charming, light-filled apartment in the heart of downtown Middleburg, ideally positioned on the corner of Madison and Federal Streets. This unique residence spans the second and third floors above a quaint storefront, offering both character and convenience in one of Virginia’s most sought-after villages. Enter from Federal Street via a brick porch and step into a warm, inviting interior
Charming and updated 1-bedroom + den in the heart of historic Middleburg! This apartment offers the following features: separate living room with fireplace, eat-in kitchen, lots of storage, full size washer/dryer and so much more. Perfectly situated just steps from shops, restaurants, and local attractions. Enjoy the convenience of Middleburg’s in-town living!
RENTAL in hunt country! Welcome to “The Pink Cottage” — A Sunny Retreat Just Minutes from the Heart of Middleburg. Tucked away in the scenic countryside just 8 minutes from the Middleburg Safeway, this cheerful and sun-drenched cottage offers a perfect blend of charm, convenience, and tranquil living. Located in the heart of Virginia’s renowned horse and wine country, you'll enjoy quick access to
Experience the quintessential Middleburg lifestyle in this stunning four-level brick end-unit townhome, just steps from the village’s premier shops and dining. Spanning three light-filled levels plus a finished lower level, this meticulously refreshed home is fully move-in ready. The main level features 9-foot ceilings, hardwood floors, and an inviting dining room with a tray ceiling that flows
Tucked away on the prestigious Wolver Hill Estate just one mile from the renowned Salamander Resort & Spa, this charming 3-bedroom, 2-bathroom farmhouse offers 1,344 square feet of beautifully renovated living space in one of Middleburg's most sought-after settings. Surrounded by rolling Virginia countryside and the quiet privacy of a multi-home estate, this home blends timeless character with
Jake HittHunt Country Sotheby's International Realty
(UPDATE: Rented through July 31) Modern Barndominium in Middleburg - a private retreat on a working cattle farm. Discover a rare rental opportunity with flexible 3+ month lease terms, located down a private easement on a peaceful, 10+ acre working cattle farm. The modern post-and-beam barndominium is not visible from the road, is anything but rustic, and offers panoramic views of gently rolling
Charming stone, board, and batten cottage, privately situated on a large farm. Living room, den/office or study, 4 bedrooms, 1.5 baths, large eat-in kitchen, laundry with utility sink. The residence was renovated in 2023 with refreshed paint, HVAC, and fixtures. The tenant pays all utilities and trash removal. The landlord will take care of the lawn and snow removal. Use of the property is
Set in an exceptionally private farm setting just east of Middleburg, 23171 Carters Farm Lane offers the rare chance to experience true peace and tranquility while remaining within approximately one hour of Washington DC. Surrounded by tranquil fields and woods this custom stone and log home feels hidden away from the pressures of everyday life while still being only minutes from town polo
**Magnolia Cottage** This beautifully appointed two-bedroom, one-bathroom cottage in the heart of Middleburg boasts top-of-the-line appliances and restored original hardwood floors. Featuring an expansive fenced backyard with mature landscaping and an elegant outdoor patio, it is perfectly suited for entertaining or birdwatching. This property offers both charm and modern functionality, all
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