169 Bootlegger Dr
Pennington Gap, VA 24277
Studio
Studio
(on 4 acres)
Home Value
Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.
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 |
|---|---|---|---|---|---|---|---|
0.43 | Single-Family Home | $275,000 | 05/07/26 | 4 | 2 | 2,349 | |
0.58 | Single-Family Home | $14,000 | 08/25/25 | - | - | ||
1.32 | Single-Family Home | $70,000 | 04/22/26 | 2 | 1 | 1,236 | |
0.77 | Single-Family Home | $182,500 | 03/12/26 | 3 | 2 | 1,700 | |
1.92 | Single-Family Home | $40,000 | 03/02/26 | 3 | 3 | - | |
1.35 | Single-Family Home | $65,000 | 01/06/26 | 3 | 1 | - | |
1.57 | Single-Family Home | $36,000 | 09/19/25 | 2 | 1 | - | |
1.56 | Single-Family Home | $70,000 | 10/24/25 | 2 | 1 | 868 | |
1.57 | Single-Family Home | $175,760 | 12/19/25 | 3 | 2 | 1,800 | |
1.81 | Single-Family Home | $385,000 | 12/12/25 | 3 | 3.5 | 4,243 |
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 |
|---|---|---|---|---|---|---|
0.18 | - | 2 | 1 | 1,116 | Off Market | |
0.36 | $160,800 | 2 | 2 | 1,800 | Off Market | |
0.43 | $275,000 | 4 | 2 | 2,349 | Recently Sold | |
0.46 | $149,777 | 3 | 2 | 1,188 | For Sale | |
0.49 | $78,400 | 2 | 1 | 612 | Off Market | |
0.61 | $119,700 | 3 | 2 | 1,056 | Off Market | |
0.66 | $89,300 | 9 | - | - | Off Market | |
0.71 | - | 3 | 1.5 | 1,326 | Off Market | |
0.77 | $182,500 | 3 | 2 | 1,700 | Recently Sold | |
0.78 | $79,100 | 2 | 2 | 1,180 | Off Market | |
0.82 | $339,400 | 4 | 3 | 4,404 | Off Market | |
1.20 | $185,500 | 3 | 2 | 1,315 | Off Market |
Local Information
- Map ViewExplore the area around 169 Bootlegger Dr.
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Home Highlights
Property Type
Single-Family Home
Lot Size
4 acres
About this House
This single-family home is located at 169 Bootlegger Dr, Pennington Gap, VA. 169 Bootlegger Dr is in Pennington Gap, VA and in ZIP code 24277. This property has a lot size of 4.00 acres.
169 Bootlegger Dr, Pennington Gap, VA 24277 is a studio single-family home. It last sold for $40,000 on Aug 15, 2013. It is currently off market. The Trulia Estimate rent is $1,326/month.
Home Details for 169 Bootlegger Dr
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Property Type / Style Property Type: Single Family Home |
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Lot Area: 4.00 acres |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 15, 2013 Source: N/A | Sold | $40,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $108 | $15,600 |
Home facts updated by county records
Market trends in Dryden
Last updated July 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
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Around this home
- Dryden Elementary School
- PK-4
- Public
- 237 Students
5/10GreatSchools RatingParent Rating AverageI attended Dryden Elementary School from 1st -5th grade and I can say that I loved every day of it. The teachers are very nice and hands on. I have 2 little brothers that both started attending DES this school year, in head-start and kindergarten. They love school and they are always telling me stories of what they do in class and how much fun they have. They look forward to school every day. I recently went to a few after-school functions and it is clearly apparent that the teachers really love their jobs and the kids that they teach.Other Review15y ago - Elk Knob Elementary School
- PK-4
- Public
- 291 Students
6/10GreatSchools RatingParent Rating AverageWhy is there no summer school I saw the books online. Pleàse t e iurOther Review11y ago - Flatwoods Elementary School
- PK-4
- Public
- 336 Students
5/10GreatSchools RatingParent Rating AverageMy daughters K teacher has been fabulous so far and the staff has been excellent. The doors are secured and you have to be buzzed in . I'm a very happy first time PTO member.Parent Review10y ago - Rose Hill Elementary School
- PK-4
- Public
- 256 Students
5/10GreatSchools RatingParent Rating Average
No reviews available for this school. - St. Charles Elementary School
- PK-4
- Public
- 110 Students
8/10GreatSchools RatingParent Rating AverageThis a terrific school where children will thrive in the nurturing environment. There is a hands on science lab for all grades from Kindergarten through 8th Grade. The PTO is so involved in focusing on the education, growth and development of all of the kids. The PTO has an amazing presence at the school and the involvement of each of the teachers with the parents is heartwarming and real. The teacher's really get to know the kids and the families. The opportunity to learn Spanish in Kindergarten throughout 8th grade is an enormous benefit to a child's education. The focus on a science and math education as the kids enter middle school is just what I was looking for in my child's education.Parent Review13y ago
What Locals Say about Dryden
At least 1 Trulia users voted on each feature.
100 % Say car is needed
100 % Say it's dog friendly
100 % Say people would walk alone at night
100 % Say there's holiday spirit
100 % Say yards are well-kept
75 % Say neighbors are friendly
67 % Say there's wildlife
67 % Say they plan to stay for at least 5 years
50 % Say parking is easy
50 % Say kids play outside
50 % Say it's walkable to restaurants
Sourced by Trulia users. Learn more about our methodology.
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Apartments for Rent
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Homes for sale near 169 Bootlegger Dr
0.28 ACRESCentury 21 Virginia Wilder Real Estate
1.7 ACRESCentury 21 Virginia Wilder Real Estate
0.28 ACRESCentury 21 Virginia Wilder Real Estate
See more homes for sale inPennington Gap
Off Market Homes Near 169 Bootlegger Dr
SOLDJUL 8, 2026- SOLDJUL 2, 2026
SOLDJUN 6, 2026Century 21 Virginia Wilder Real Estate
SOLDMAY 19, 2026
SOLDMAY 7, 2026Century 21 Virginia Wilder Real Estate- See more homes for sale inPennington Gap
Frequently asked questions about 169 Bootlegger Dr
- What is the price history for 169 Bootlegger Dr?169 Bootlegger Dr in Pennington Gap, VA last sold for $40,000 in August 2013.
- Is Pennington Gap a buyer's or seller's market?Pennington Gap is currently a balanced market, based on recent for-sale activity.
- What are the closest schools to 169 Bootlegger Dr?The closest schools to 169 Bootlegger Dr in Pennington Gap, VA are Dryden Elementary School (Pre-K, rated 5/10), Elk Knob Elementary School (Pre-K, rated 6/10), Elydale Middle (Elementary, rated 8/10).
- How big is the lot at 169 Bootlegger Dr?The lot at 169 Bootlegger Dr in Pennington Gap, VA is about 4 acres.