Features & Amenities

Interior

  • Total Bedrooms

    2

  • Bathrooms

    2

  • Above Grade Finished Area

    1808.0

  • Basement YN

    YES

  • Cooling YN

    YES

  • Cooling

    Central Air, Electric

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Oil, Central

  • Main Level Bedrooms

    2

  • Pet friendly

    N/A

Exterior

  • Garage

    No

  • Construction Materials

    Aluminum Siding, Vinyl Siding

  • Parking

    On Street

  • Pool

    No

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.17

  • Lot Size(square feet)

    7405.0

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Ranch/Rambler

Price

  • Sales Price

    $1,100,000

  • Tax Amount

    $5,805

  • Sq. Footage

    2, 522

  • Price/SqFt

    $436

HOA

  • Association

    No

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • New Construction

    NO

  • Senior Community YN

    NO

  • Sewer

    Septic Tank

  • Tax Lot

    19

  • Water Source

    Public

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Location

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LOUDOUN

Elementary School

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Listing Courtesy of Linda Marie Threatt , Century 21 Redwood Realty

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LOCATION, LOCATION, LOCATION-- 
208 Chestnut Street — where comfort, community, and character come together in one perfect Middleburg address.

Welcome to 208 Chestnut Street, a charming retreat nestled in the heart of Middleburg, Virginia. This unique home blends small-town charm with modern comfort — perfectly situated just steps away from the boutiques, restaurants, and equestrian culture that make Middleburg one of Loudoun County’s most desirable destinations. Step inside to find a bright, open-concept living space filled with natural light, hardwood floors, fireplace, french doors, and more.

Outside, the property offers a private backyard oasis — perfect for outdoor dining, gardening, or simply relaxing under the Virginia sky. The front porch captures the essence of Middleburg living, inviting you to slow down and enjoy the charm of this picturesque village.

Located within walking distance to local shops, dining, and the renowned Middleburg Farmers Market, this home offers a rare opportunity to experience the best of country living with convenient town access. It's literally, steps away from The Salamander Resort!

208 CHESTNUT STREET

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Related Properties

New on site 3 days ago
Tucked quietly into the landscape just beyond Middleburg, this is the kind of property that feels discovered rather than simply found. Set on just under two acres in the heart of Virginia hunt country, it captures the essence of what draws people here in the first place - timeless beauty, connection to nature, understated luxury, and the rare feeling that life can slow down without sacrificing refinement.
Originally built in 1954 and thoughtfully expanded and renovated in 2007, the home blends historic character with modern comfort in a way that feels organic and deeply intentional. Wide-plank hardwood floors run throughout the home, grounding each space with warmth and authenticity, while expansive windows invite the surrounding landscape into everyday life.
The covered stone porch serves as the soul of the property - designed for long conversations, quiet mornings, and evenings that stretch effortlessly into the night. Overlooking the recently replastered pool, the outdoor living spaces create a seamless connection between indoors and out, making both intimate weekends and larger gatherings feel equally natural. A charming fenced garden and enchanting treehouse further enhance the property’s connection to the land, adding to the peaceful and thoughtfully curated feel of the grounds.
Inside, the layout unfolds primarily across one level with four bedrooms and four bathrooms thoughtfully positioned to balance openness with privacy. The home understands how people truly live - offering spaces that invite everyone together while still allowing room to retreat, recharge, and breathe.
Beyond its beauty, the property has also been meaningfully updated for modern living, including the installation of a geothermal heating and cooling system in 2023, and tankless water heater in 2025. An additional .26-acre parcel conveys with the primary 1.68-acre homesite, bringing the total acreage to just under two acres of peaceful, usable land framed by mature trees and the quiet rhythm of the countryside.
Wildwood Cottage is more than a home - it is a reflection of Middleburg itself. Timeless without feeling too formal. Elegant without excess. Private, peaceful, and deeply connected to the countryside around it.

VA assumable loan at 1.99% with an approximate balance of $560K. Loan can only be assumed by an eligible veteran.
#VALO2121878

MIDDLEBURG

23357 WILDWOOD LANE

4 Beds

4 Baths

3,250 Sq.Ft.

$1,300,000

MLS#: VALO2121878

 - property

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