100 Cherry Grove Rd, Middlebrook, VA 24459
OFF MARKET

100 Cherry Grove Rd
Middlebrook, VA 24459

  • Studio
  • 5,400 sqft (on 191.88 acres)

$1,697,600

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $9,355/mo*
Refinance Your Home

$1,697,600

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $9,355/mo*
Refinance Your Home
Studio
5,400 sqft
(on 191.88 acres)

Local Information

  • Map ViewExplore the area around 100 Cherry Grove Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2021
Lot Size
191.88 acres
Living Area
5,400 sqft
Price/Sqft
$314

About this House

This single-family home is located at 100 Cherry Grove Rd, Middlebrook, VA. 100 Cherry Grove Rd is in Middlebrook, VA and in ZIP code 24459. This property has approximately 5,400 sqft of floor space. This property has a lot size of 191.88 acres and was built in 2021.
100 Cherry Grove Rd, Middlebrook, VA 24459 is a studio, 5,400 sqft single-family home built in 2021. It last sold for $795,000 on Aug 25, 2017. It is currently off market. The Trulia Estimate is $1,697,600, with a rent estimate of $2,283/month.

Home Details for 100 Cherry Grove Rd

Interior Features

Heating & Cooling
Heating: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2.25
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalExterior: WoodFoundation Type: Slab

Property Information

Year Built
Year Built: 2021
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 191.88 acres

Price History for 100 Cherry Grove Rd

DatePriceEventSource
08/25/2017$795,000Sold
N/A

Market trends in Staunton

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$300K
$8.37KMoM
Sale-to-List Price
100.6%
0.6%MoM
Price per sq ft
$193
$4MoM
Available listings
113
18MoM
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Property Tax and Assessment

Year2025
Tax$3,198
Assessment$1,413,300
Home facts updated by county records

Comparable Sales for 100 Cherry Grove Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3648 Middlebrook Village Rd, Middlebrook, VA
0.32
Single-Family Home
$149,598
05/13/26
3
1.5
1,672
146 Mish Barn Rd, Middlebrook, VA
0.63
Single-Family Home
$332,500
11/07/25
3
1
1,176
331 Stone Branch Rd, Staunton, VA
1.93
Single-Family Home
$363,000
01/30/26
3
2
1,244
155 Yeago Ln, Middlebrook, VA
2.89
Single-Family Home
$555,000
10/02/25
4
2
3,180
1075 Chestnut Ridge Rd, Staunton, VA
2.79
Single-Family Home
$405,000
06/04/26
3
2
1,648
299 Summerdean Rd, Middlebrook, VA
3.07
Single-Family Home
$565,000
11/20/25
3
2
1,936
3660 Old Greenville Rd, Staunton, VA
3.24
Single-Family Home
$503,000
07/03/26
3
2
2,926
43 McIlwee Ln, Staunton, VA
3.65
Single-Family Home
$489,900
12/18/25
4
3.5
3,591
17 McIlwee Ln, Staunton, VA
3.71
Single-Family Home
$464,900
12/03/25
4
3.5
3,114

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 100 Cherry Grove Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Staunton

At least 221 Trulia users voted on each feature.

  • 87 % Say it's dog friendly

  • 85 % Say car is needed

  • 83 % Say parking is easy

  • 73 % Say there's holiday spirit

  • 73 % Say yards are well-kept

  • 64 % Say kids play outside

  • 62 % Say there's wildlife

  • 59 % Say people would walk alone at night

  • 58 % Say it's quiet

  • 55 % Say neighbors are friendly

  • 49 % Say it's walkable to restaurants

  • 49 % Say streets are well-lit

  • 44 % Say they plan to stay for at least 5 years

  • 43 % Say it's walkable to grocery stores

  • 43 % Say there are sidewalks

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Isaac S
    "Bought my house 2 years ago I enjoy living here, it’s 98% quiet, I’m home almost all the time. My neighborhood has a good amount of families with children, neighbors are friendly and look out for each others for safety purposes. I feel safe walking my dog day or night."
    0
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  • Nate Adkins
    "The park always has plenty of opportunities for the citizens to enjoy their city. Downtown also hosts plenty of activities and family friendly events. "
    0
    Flag
  • Kathrine McCarty
    "Few roads have sidewalks but there are two large dog friendly parks in town. One is wooded trails the other is paved and has a dog park. Outside seating at restaurants and breweries in Staunton and surrounding area allow dogs. Several good vets. "
    0
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  • Kathrine McCarty
    "There are many events downtown and at Gypsy Hill Park: art in the park, car shows, holiday parade, music in the park, etc."
    0
    Flag
  • Trulia User
    "We’ve lived here for 1 year and it is the best neighborhood we’ve ever lived in. From that day we moved in, every single neighbor has been unbelievably friendly. Wonderful place to be!"
    7
    Flag
  • Trulia User
    "Neighbors are friendly and older generation. Very quiet here. Walking distance to park and convenience store and brewery. "
    1
    Flag
  • Trulia User
    "Well established neighborhood built in the 1970s Brick homes families and retired.Very low crime rate and ver quiet."
    2
    Flag
  • Cynthia F.
    "Condominium Community , Excellent HOA, Very Quiet , Great Neighbors and excellent location ! Safe Community and area to live!"
    14
    Flag
  • Joshua C.
    "I drive to Charlottesville, when i used to drive to the office. Most of the time it is uneventful, but if there is an accident on 64 at Afton Mtn, there are not any good alternative routes."
    6
    Flag
  • Barbigarrett782
    "your dog would get plenty of exercise because their is a lot of hills so you would be walking up and down pretty consistently"
    7
    Flag
  • Angel V.
    "From what I have seen, everyone kinda minds their own business. But some places seem a little underwhelming where they could be more. Not too bad or too good. "
    4
    Flag
  • Lorimyrtle
    "I live and work in Staunton, so it only a few minutes to work. Downtown Staunton has a lot to offer including great restaurants, shopping, theater and music. Gypsy Hill Park has a duck pond, great for walking and sporting events. "
    3
    Flag
  • Ashley
    "It’s a wonderful town for families. Festivals and a lot of opportunities. Great parks and outdoor experiences available."
    4
    Flag
  • Mystic_gem
    "People often walk their dogs in our neighborhood, and many clean up after their waste. The occasional houndini parties through the neighborhood, but overall it’s a good experience. "
    3
    Flag
  • Victoriajtalbot
    "I live in a very large, very old home that is split up into apartments. I love the old homes around us and that we are so near to downtown Staunton. "
    3
    Flag
  • Mystic_gem
    "I usually drive myself, but there are some public transportation options. A lot of options are available within walking distance as well. "
    1
    Flag
  • Christie L. E. C.
    "Staunton is a quiet quaint mountain city. They people are nice and the communities are welcoming. We moved here last year and have found a church and a community to be a part of. "
    0
    Flag
  • Revae67
    "Farmers market,Staunton Jams( music festival),Queen City Mischief Magic(Harry PotterFestival),Blackfriars Playhouse,American Culture Festival,and many other great events."
    1
    Flag
  • Mommy
    "Newtown is dog friendly. Most dog owners are great about using bags to clean up after the dogs. The neighborhood shops are also dog friendly to well-behaved dogs. Walking your dog is a great way to meet your fellow neighbors."
    0
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  • Voicewillhauntyou
    "friendly area, nice place to walk in even in evenings. Nice neighborhood for pets. everyone takes care of their animals."
    0
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  • Voicewillhauntyou
    "not friendly area for neighbors Gypsy Hill Park very nice. Public transportation is close an easy to use."
    0
    Flag
  • Joshua C.
    "What I have noticed after 14yrs of living here is that Frontier Dr. is a pretty busy street. The neighborhood although quiet is friendly. No dogs barking through the night. One of the first roads to be plowed in winter weather. Excellent access to Rt. 11, 81 and 64."
    2
    Flag
  • Kimknutson94
    "I have a car to drive. My kids ride the bus to school. My husband has a work truck. if weather is to bad we can walk across street to store."
    0
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  • Brittany
    "We have fun playgrounds and Staunton is very walkable. I would be cautious about playing in front yards around here that aren’t fenced in because people fly down hills without regard to kids or pets or strays in the road. "
    1
    Flag
  • Mystic_gem
    "After living here for ten years, we still plan to stay here when we move to a bigger home. The neighbors are friendly, and the city culture matches our own perfectly. "
    2
    Flag
  • Heather M.
    "Gorgeous parks, small town feel, lovely downtown that’s filled with shops and things to do and rich with history. "
    0
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  • Victoria T.
    "Gypsy Hill park is a wonderful place for families. I don't have children, but have seen many children with their families at Gypsy Hill Park."
    0
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  • JillY
    "I was born and raised here but left and came back 50 years later to take care of my mom. I fell in love with this quaint, charming, and historic town after years of living in Northern Ca. People are friendly, genuine, and so helpful. So much history! Gorgeous scenery! Great walking town."
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  • Beenheresince1957
    "4th of July celebration at Gypsy Hill Park is a great two day long celebration. Many vendors and music."
    2
    Flag
  • Cara
    "There’s a large dog park with three separate play yards that are all fenced in and secured. You can easily walk your dog through the streets!"
    0
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  • Deans298
    "Two large parks to chose from; Gypsy Hill & Montgomery Park. Both have recreational pools, baseball fields, and playgrounds. There is a dog park next to Gypsy Hill Park. Close to downtown Staunton. "
    1
    Flag
  • Terresa
    "Great neighborhood. Quiet and friendly neighbors. No complaints what so ever. A great place for children to grow up "
    0
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  • Danielle R.
    "The area I lived in almost everybody had a dog. Almost every yard was fenced in so you didn't have worry with random dogs coming in. It was a good area to walk them too I was close to the park so we had good times."
    0
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  • Lisa E.
    "Close to an elementary school and a park. Not too far from downtown. Close to busy roads and train tracks. Lots of deer to be seen. "
    0
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  • Teri H.
    "The neighbors are very caring and friendly. Most have been here a number of years so we all know each other. "
    0
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  • Wanjtom
    "We have neighborhood yard sales! We know most of the people on our street and the children are always outside playing."
    0
    Flag
  • Stephanie D.
    "Quaint and quiet with cute homes and lots of architecture. Animal friendly. Lots of gardeners throughout. "
    1
    Flag
  • Wanjtom
    "Staunton has a wide variety of events, people and excellent parks. Some areas are safer than others but downtown is bustling and busy."
    2
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

27 pet-friendly rentals in Middlebrook, VA

Explore by feature - Air Conditioning

36 rentals with air conditioning in Middlebrook, VA

Explore by feature - Washer/dryer

22 rentals with a washer/dryer in Middlebrook, VA

Homes for sale near 100 Cherry Grove Rd

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Off Market Homes Near 100 Cherry Grove Rd

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Frequently asked questions about 100 Cherry Grove Rd

  • What is 100 Cherry Grove Rd estimated to be worth?
    Trulia's estimated value for 100 Cherry Grove Rd in Middlebrook, VA is $1,697,600.
  • What is the price history for 100 Cherry Grove Rd?
    100 Cherry Grove Rd in Middlebrook, VA last sold for $795,000 in August 2017.
  • Is Middlebrook a buyer's or seller's market?
    Middlebrook is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Middlebrook?
    The median sale price in Middlebrook is $300K. That is up $8.37K from the prior month.
  • How big is the lot at 100 Cherry Grove Rd?
    The lot at 100 Cherry Grove Rd in Middlebrook, VA is about 191.9 acres.