106 Crest River Dr, Middletown, VA 22645
Property image
Property image
OFF MARKET

$1,599,100

Trulia Estimate
  • 9 Beds
  • 9 Baths
  • 10,065 sqft (on 22 acres)

106 Crest River Dr, Middletown, VA 22645

Est. Refi. Payment $8,797/mo*
Refinance Your Home
Currently Off Market - Sold Jun 12, 2025 for $1,600,000

Home Value

Trulia Estimate
$1.6M
Since last month
Increased$41K (+2.6%)
Since last year
Decreased$27K (-1.7%)
Since last sale
$700 (0%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +56% in the last 10 years
MonthEstimated value
2026
August 2026$1.6M
August 2026$1.6M
July 2026$1.56M
June 2026$1.6M
May 2026$1.6M
April 2026$1.59M
March 2026$1.61M
February 2026$1.6M
January 2026$1.61M
2025
2024
2023
2022
2021
2020

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1.26
Single-Family Home
$1,800,000
04/30/26
4
3.5
4,888
0.45
Single-Family Home
$679,000
05/22/26
3
2.5
2,000
0.79
Single-Family Home
$700,000
10/10/25
4
3.5
4,218
1.36
Single-Family Home
$775,000
11/10/25
3
3.5
3,120
1.20
Single-Family Home
$612,000
11/07/25
3
3.5
3,440
0.99
Single-Family Home
$575,000
07/17/26
4
2.5
2,580
0.68
Single-Family Home
$421,000
05/15/26
3
2
1,688
1.08
Single-Family Home
$535,000
05/27/26
3
1.5
1,502

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.10
$1,832,100
3
3.5
3,488
Off Market
0.13
-
-
-
-
Off Market
0.33
$659,200
3
2.5
3,272
Off Market
0.38
-
-
-
-
Off Market
0.45
$679,000
3
2.5
2,000
Recently Sold
0.49
$825,000
6
3.5
4,768
For Sale
0.51
-
-
-
-
Off Market
0.52
-
-
-
-
Off Market
0.53
-
-
-
-
Off Market
0.63
-
-
-
-
Off Market
0.68
$421,000
3
2
1,688
Recently Sold

Local Information

  • Map ViewExplore the area around 106 Crest River Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2000
Lot Size
22 acres
Living Area
10,065 sqft
Price/Sqft
$159
Parking
2 Car Garage

About this House

Priced BELOW Assessed Value! Nestled atop the Shenandoah Valley with breathtaking views of Massanutten Mountain and the North Fork of the Shenandoah River, this stunning 22-acre estate boasts 964 feet of riverfront, 15 acres of pasture, 6 acres of forest, and a naturally fed pond perfect for fishing, hunting, and picnics. Designed for versatility, the property features two distinct homes under one roof, ideal for multi-generational living, short-term rentals, or combining private and business spaces. With over 10,000 sq. ft. of total space, amenities include expansive decks, an above-ground pool, and a finished basement with office and entertainment areas. Whether you’re captivated by the panoramic views, the opportunity for subdivision, or the blend of luxury and practicality, this estate offers endless possibilities. Pasture near the river is in a flood zone. Flood insurance is not required. Neighboring properties have horses on pasture, but permanent structures can not be built in the flood zone. Fencing, camping platforms, etc can. Right of way from the paved road onto this property. Internet can be Star Link or other satellite options. Schedule your private tour today and experience the Shenandoah Valley lifestyle!
106 Crest River Dr, Middletown, VA 22645 is a 9 bedroom, 10 bathroom, 10,065 sqft single-family home built in 2000. It last sold for $1,600,000 on Jun 12, 2025 (9% below the $1,750,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,599,100, with a rent estimate of $2,869/month.
Last check for updates: about 16 hours ago
Listed by Sarah Abderrazzaq, (540) 273-2777
Realty ONE Group Old Towne
Bought with: Chrissie Goodrum, (571) 275-5556, Hunt Country Sotheby's International Realty
Source: Bright MLS, MLS#VAWR2007382

Home Details for 106 Crest River Dr

Interior Features

Interior Details
Basement: Finished,Heated,Improved,Interior Entry,Exterior Entry,Concrete,Space For Rooms,Walk-Out Access,Windows,Workshop,OtherNumber of Rooms: 34Types of Rooms: Primary Bedroom, Additional Bedroom, Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 6, Primary Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Bonus Room, Dining Room, Exercise Room, Family Room, Foyer, Game Room, Half Bath, In Law Au Pair Suite, Kitchen, Laundry, Library, Mud Room, Office, Screened Porch, Sitting Room, Utility Room
Beds & Baths
Number of Bedrooms: 9Main Level Bedrooms: 2Number of Bathrooms: 10Number of Bathrooms (full): 8Number of Bathrooms (half): 2Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 10065 Square Feet
Appliances & Utilities
Utilities: Propane, Underground Utilities, Satellite Internet ServiceAppliances: Microwave, Central Vacuum, Dishwasher, Dryer, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Water Conditioner - Owned, Water Heater, Oven/Range - Gas, Water Treat System, Electric Water HeaterDishwasherDryerLaundry: Has Laundry,Main Level,Laundry Room,Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,Propane,WoodHas CoolingAir Conditioning: Central Air,Heat Pump,Multi Units,Programmable Thermostat,Zoned,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Brick, Gas/Propane, Mantel(s), Marble, Screen, Wood BurningHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Screens, Wood Frames, Skylight(s), Window TreatmentsDoor: French Doors, Sliding GlassFlooring: Ceramic Tile, Heated, Hardwood, Tile/Brick, Marble, Luxury Vinyl, Wood
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: NoneFloors: Ceramic Tile, Heated, Hardwood, Tile Brick, Marble, Luxury Vinyl, Wood
View
Has a ViewView: Mountain(s), Panoramic, Pasture, Pond, Scenic Vista, Trees/Woods, Valley

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Deck, Patio, Screened, Screened PorchOther Structures: Above Grade, Below GradeExterior: Extensive Hardscape, Stone Retaining Walls, Rain GuttersFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 8Other Parking: Garage Sqft: 447No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 10Parking: Storage,Garage Faces Front,Garage Door Opener,Driveway,Circular Driveway,Attached
Pool
Pool: Above Ground, Fenced, Filtered, Vinyl, PrivatePool
Frontage
WaterfrontWaterfront: River, Canoe/Kayak, Fishing Allowed, Private Access, Swimming AllowedResponsible for Road Maintenance: Road Maintenance AgreementRoad Surface Type: GravelOn Waterfront
Water & Sewer
Sewer: On Site Septic, Septic < # of BRWater Body: North Fork Shenandoah River
Farm & Range
Frontage Length: Water Frontage Ft: 964Not Allowed to Raise Horses
Finished Area
Finished Area (above surface): 6710 Square FeetFinished Area (below surface): 3355 Square Feet

Property Information

Year Built
Year Built: 2000
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Contemporary
Building
Construction Materials: Concrete, Stick Built, Stone, Wood SidingNot a New ConstructionNo Additional Parcels
Property Information
Condition: ExcellentNot Included in Sale: All CurtainsParcel Number: 10H 6

Price & Status

Price
List Price: $1,750,000
Status Change & Dates
Off Market Date: Thu Jun 12 2025Possession Timing: Negotiable, Seller Rent Back, Coin w/Sell Sett

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: MIDDLETOWNCommunity: Crest River Farms
School Information
Elementary School: Call School BoardElementary School District: Warren County Public SchoolsJr High / Middle School: Call School BoardJr High / Middle School District: Warren County Public SchoolsHigh School: Call School BoardHigh School District: Warren County Public Schools

Building

Building Area
Building Area: 10065 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 22 Acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Home InspectionListing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, Private Financing Available

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: VAWR2007382Water ViewWater View: PondAbove Grade Unfinished Area: 6710

Price and Tax history

DateEventPrice
Jun 12, 2025
Source: Bright MLS #VAWR2007382
Sold
$1,600,000
May 12, 2025
Source: Bright MLS #VAWR2007382
Pending
$1,750,000
Apr 24, 2025
Source: Bright MLS #VAWR2007382
Contingent
$1,750,000
Mar 12, 2025
Source: Bright MLS #VAWR2007382
PriceChange
$1,750,000
Price decreased by 3%
Oct 24, 2024
Source: Bright MLS #VAWR2007382
PriceChange
$1,799,999
Price decreased by 10%

Market trends in Middletown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
23
7
MoM

What Locals Say about Middletown

At least 18 Trulia users voted on each feature.
  • 90 % Say yards are well-kept

  • 89 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 78 % Say car is needed

  • 67 % Say it's quiet

  • 67 % Say they plan to stay for at least 5 years

  • 65 % Say kids play outside

  • 61 % Say it's dog friendly

  • 60 % Say there are sidewalks

  • 55 % Say people would walk alone at night

  • 50 % Say streets are well-lit

  • 48 % Say it's walkable to restaurants

  • 43 % Say there's wildlife

  • 38 % Say neighbors are friendly

  • 35 % Say there are community events

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Pgd26kdm7j
    "Limited yard area for some houses. However I do see lots of people walking their dogs on the sidewalk or even down at the park. "
  • Gsneff58
    "Really good neighborhood to live close to front Royal and Winchester really good schools shopping and rural area"
  • Barbi121770
    "The commute into town is easy and not busy at all. The neighborhood I live in is wonderful I couldn’t ask for better neighbors. "

LGBTQ Local Legal Protections

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Frequently asked questions about 106 Crest River Dr

  • What is 106 Crest River Dr estimated to be worth?
    Trulia's estimated value for 106 Crest River Dr in Middletown, VA is $1,599,100.
  • What is the price history for 106 Crest River Dr?
    106 Crest River Dr in Middletown, VA last sold for $1,600,000 in June 2025.
  • Is Middletown a buyer's or seller's market?
    Middletown is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Middletown?
    Residents describe Middletown, VA as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Middletown, VA.
  • Does 106 Crest River Dr have air conditioning?
    Yes, 106 Crest River Dr in Middletown, VA has air conditioning.
  • Does 106 Crest River Dr have a pool?
    Yes, 106 Crest River Dr in Middletown, VA has a pool.

Apartments for Rent

Skip to last item
  • Results are loading
Skip to first item

Off Market Homes Near 106 Crest River Dr

Skip to last item
Skip to first item

Homes for sale near 106 Crest River Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item