Land with Home for Sale in Middletown, Virginia

106 Crest River Dr Middletown, VA 22645

1 / 117
22 acres
Active sale agoEst $14,327/mo

Welcome home to 106 Crest River Drive, where luxury knows no bounds and every day is a testament to the art of living beautifully. Atop the Shenandoah Valley, overlooking Massanutten Mountain and North Fork Shenandoah River, this property sits on 22 acres with a staggering 964 feet of coveted riverfront and breathtaking views. Of the 22 acres, there are 15 acres of pasture, 6 acres of forest, and 1 acre for the residence. A naturally fed pond (120 feet wide x 300 feet long) sits between the pasture & the forest for carp and bass fishing, duck hunting, & picnicking and all can be accessed by a beautiful railroad tie steps from the house to the pond or a gated & paved right of way road on the side of the property onto the lawn of the pond. The 22 acres offer an opportunity for subdivision for another dwelling with the same mountain views and riverfront.

Want multi-generational living with separate spaces or private quarters & business combined or short-term rental potential or all of the above in one property? Unique in design, this estate features two distinct houses under one roof, offering the perfect fusion of privacy and connectivity for multigenerational living or hosting esteemed guests. With two decks overlooking the scenic landscape, and an above-ground pool for refreshing dips on sunny days, every amenity has been thoughtfully curated to elevate your lifestyle. There are 6710 square feet of living space on two floors, 3355 sq. ft. of finished basement that includes 2808 sq. ft. of business offices, for a total of 10,065 sq. ft. (not including the 447 sq. ft. 2 car garage).

HOUSE #1: Enter into the foyer of the larger house to see through to the glorious mountain and valley views. This main floor is where the heartbeat of the house is. Wood flooring and fireplaces warm the space and a natural flow carries you to the family room or library. A primary bedroom with an en suite and walk-in closet is tucked on the end of this floor for privacy. A large family room with a slider to the deck, an open space dining area, an island kitchen connected to another eat-in area and out to a screened-in porch outside, a half bath, and a mudroom entry in the center of the two spaces complete this floor. Upstairs you will find all the bedrooms and baths you could need; each large and expansive bedroom has hardwood floors and an attached bathroom with heated floors.

HOUSE #2: With vaulted wooden ceilings and a grande stone hearth reaching to the ceiling, this side of the house has a chalet cabin feeling upon entering. As you explore more, you find that this is more than a cabin, it is a full-sized home. Complete with its own separate entrance, kitchen, laundry, pantry, office, 2 bedrooms, and 2 bathrooms, you may not be able to pick a side to move into! Ample storage rooms, closets, and utility rooms in the basement too. Bring your ideas to the basement where there are 2 more bedrooms, 2.5 baths, and rooms for a game room, gym, movie theatre, card room, home offices, home school, wine storage, etc. A whole house vacuum, 7 HVAC zones, extensive hardscaping, and more speak to the quality of this property.

As the sun sets behind the rolling mountains, bask in the glow of breathtaking mountain & valley views and reflections off of the pond below. Here, amidst this slice of heaven, every moment is a celebration of life's finest pleasures.

Sq feet
Full baths
1/2 baths

Property details

38.9816, -78.2879
Crest River Farms
594 feet
MLS Number
Date Posted


  • 10H 6

Property taxes

Year not provided

This 22-acre property is located at 106 Crest River Dr in Middletown, VA 22645 with latitude 38.9816 and longitude -78.2879. The property is currently available for sale for $2,500,000. It has a 10,065 sq ft 9 bedroom, 8 bath house built in 2000. Listing data is sourced from Bright MLS # VAWR2007382.

Verify sale details at the property source or contact Realty ONE Group Old Towne at (540) 335-3527.

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Updated . Checked 2 hours ago. Parcel data by Regrid.

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