$1,439,204Average Value$503Average 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
Clark Smith,
an experienced agent in this area.
GreatSchools:
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On average, homes in Middleburg, VA sell after 59 days on the market compared to the national average of 55 days. The median sale price for homes in Middleburg, VA over the last 12 months is $1,645,000, up 35% from the median home sale price over the previous 12 months.
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.
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
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
Set against 200 acres of protected conservation land, 604 Martingale Ridge Drive offers a rare balance of privacy, design, and ease within the exclusive Residences at Salamander. Just over an hour drive from Washington, DC, the home is oriented around light, landscape, and indoor–outdoor living, with floor-to-ceiling windows framing a private courtyard, pool, and garden, and long views beyond. It
Private Condo community within walking distance to shopping, dining and entertainment in downtown Middleburg. Sit on your balcony and enjoy the views of the woods on the grounds of the Salamander Resort. Cozy home that features 2 level living with 2 bedrooms, 2.5 baths, wood floors, bright kitchen and more. Professional photos to follow
Welcome to this spectacular French Colonial estate on 1.2 acres just five minutes west of Middleburg! Recently built in 2010, every attention to detail and its landscaping were considered.The house is situated facing east with the morning sun to wake you and captivating sunsets to the rear of the house to toast a glorious day. Quality abounds; from Palladian windows to pristine hardwood
Susan HensleyHunt Country Sotheby's International Realty
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
NO HOA. SEE PLAT IN MY DOCS- Welcome to “The Pink Cottage” — A Sunny Retreat Just Minutes from the Heart of Middleburg on half acre lot! Tucked away in the scenic countryside just 8 minutes to downtown Middleburg, 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
Welcome to Belvedere — A Legendary Middleburg Estate of Distinction and Unmatched PrivacyPerched majestically in the countryside with sweeping panoramic views of the Blue Ridge Mountains, this extraordinary gated estate offers an unparalleled country lifestyle just minutes from historic downtown Middleburg. Spanning approximately 27.53 serene acres, 21051 St Louis Rd embodies timeless
Will DriskillThomas and Talbot Estate Properties, Inc.
Build your new home on this incredible 12+ acre parcel that is located just off of rte 50. Less than 8 miles form Willowsford & less than 3 miles East of the historic village of Middleburg. This parcel offers close to 400 feet of road frontage.Pls call listing agent for access to parcel. There is no formal entrance to this parcel. Please park car @ Sally Mill Rd that is across the parcel;
Welcome to 22244 Sam Fred Rd, Middleburg, VA an Active Working Farm. Nestled in the heart of scenic Middleburg, this exceptional 18-acre equestrian property presents a rare opportunity to own a fully operational horse farm in one of Virginia’s most sought-after countryside settings. Offering privacy, open space, and endless potential, this working farm blends comfortable residential living with
William HernandezKeller Williams Realty/Lee Beaver & Assoc.
Classic Virginia Piedmont designed home with a wide and welcoming front porch, and dormer windows. Designed with an emphasis on one level living, this pristine 4-bedroom home features a stunning first floor primary suite. Sited high on its 3-acre homesite, the entire home enjoys beautiful natural light, as well as serene and private views. This handsome home is part of the coveted Melmore
Rebecca PostonThomas and Talbot Estate Properties, Inc.
Charming studio apartment just east of Middleburg, only minutes to town! Located above a detached 3-car garage, this light-filled studio offers over 750 square feet of comfortable living space. The open layout provides room for a bedroom area, dining table, and living space. Features include new luxury vinyl tile flooring, several closets, and a full bath with ceramic tile floors and a walk-in
House completely redone with 4 bedrooms, 2 baths, interior repainted, new flooring on main level, wood floors upstairs refinished, new appliances, new HVAC, new bathroom fixture. Hard to find home in the Town of Middleburg, walking distance to everything, large front yard.No Showings until April 1
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 in the heart of historic Middleburg! This second-level home is filled with natural light and offers lovely town views from the kitchen and living room, highlighted by a cozy wood-burning fireplace. Recent updates include a remodeled full bath, new full-size washer and dryer, and new appliances. Perfectly situated just steps from shops, restaurants, and local
Turnkey furnished 1-bedroom, 1-bath rental unit in sought-after Middleburg Downs, just minutes west of the historic village of Middleburg. Connected to the main residence, this light-filled attached secondary suite offers a comfortable and well-designed layout with luxury vinyl plank flooring throughout. The country kitchen opens to the living area, providing space for both dining and relaxation.
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 pastureland, while still being
Custom Stone/Log Home available for rent on a private Middleburg Farm Setting. This custom home was built in 1984 with reclaimed ops from a log cabin dating to the 1800's. The 4BR 3.5 Bath home features cherry floors, custom millwork, cedar-lined closets, two fireplaces, a huge kitchen. The one-acre yard is included in the lease. VERY private with tranquil fields and woods. East of Middleburg it
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
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