299 Difficult Rd
Pleasant Shade, TN 37145
Studio
5 Baths
5,077 sqft (on 172 acres)
Studio
5 Baths
5,077 sqft
(on 172 acres)
Local Information
- Map ViewExplore the area around 299 Difficult Rd.
- Schools5 Preschool Schools7 Elementary Schools5 Middle Schools2 High Schools
- Shop & Eat
-- mins to
Description
This single-family home is located at 299 Difficult Rd, Pleasant Shade, TN. 299 Difficult Rd is in Pleasant Shade, TN and in ZIP code 37145. This property has 5 bathrooms and approximately 5,077 sqft of floor space. This property has a lot size of 172.00 acres and was built in 1990.
299 Difficult Rd, Pleasant Shade, TN 37145 is a studio, 5 bathroom, 5,077 sqft single-family home built in 1990. It is currently off market. The Trulia Estimate is $994,800, with a rent estimate of $4,997/month.
Home Highlights
Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 299 Difficult Rd
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Interior Details Basement |
Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: MetalExterior: OtherFoundation Type: Footing |
Parking & Garage GarageParking: Garage Detached |
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Year Built Year Built: 1990Year Updated: 1990 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 172.00 acres |
Market trends in Pleasant Shade
Last updated June 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
14
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $3,009 |
| Assessment | $995,500 |
Home facts updated by county records
Comparable Sales for 299 Difficult Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.28 | Single-Family Home | $110,800 | 09/15/25 | 1 | 1 | 560 | |
0.28 | Single-Family Home | $110,800 | 09/04/25 | 1 | 1 | 560 | |
0.89 | Single-Family Home | $120,000 | 03/24/26 | 2 | 1,544 | ||
1.34 | Single-Family Home | $498,900 | 10/20/25 | 4 | 2 | 2,250 | |
1.37 | Single-Family Home | $294,000 | 03/17/26 | 3 | 2 | 1,800 | |
0.91 | Single-Family Home | $83,660 | 10/21/25 | 2 | 1 | - | |
1.35 | Single-Family Home | $300,000 | 01/23/26 | 3 | 2 | 1,560 | |
1.19 | Single-Family Home | $72,500 | 05/27/26 | 1 | 1,279 | ||
1.45 | Single-Family Home | $347,000 | 08/28/25 | 3 | 2 | 1,680 | |
1.53 | Single-Family Home | $180,000 | 11/14/25 | 3 | 2 | 1,638 |
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Assigned Schools
These are the assigned schools for 299 Difficult Rd.
- Carthage Elementary School
- PK-4
- Public
- 465 Students
3/10GreatSchools RatingParent Rating AverageOther than a little trouble with a bus driver and being billed on the bus, the school is a really great school. I was really scared when I first put my child in CES in 2nd grade, we are going into 4th now and we are really happy with this school.Parent Review8y ago - Defeated Elementary School
- PK-8
- Public
- 288 Students
7/10GreatSchools RatingParent Rating AverageGreat school very helpful and great communication on their part.Other Review6y ago - Forks River Elementary School
- PK-8
- Public
- 208 Students
7/10GreatSchools RatingParent Rating AverageN/AParent Review17y ago - Gordonsville Elementary School
- 3-6
- Public
- 311 Students
5/10GreatSchools RatingParent Rating Averagemy son went to gordonsville elem. for 2 years and in my personal opinion it is the best school i have encountered.the teachers are great with the students and mrs.angel is a great principal. it was not easy for my child to ajust to a new school but b/c mrs. angel stood behind me we made it work.i belive it says a lot about a school when they belive in helping there student even when they are difficult.(he realy was) i would recomend this school to anyone and if u are tring to decide which school in the county to send ur child to this realy is a great choice. sure there will be that one teacher that u disagree with but the great ones out number them.mrs.kelley 1st grade,mrs.angel principle are the best that you could ever wantParent Review14y ago - New Middleton Elementary School
- PK-2
- Public
- 210 Students
NAGreatSchools RatingParent Rating AverageNew Middleton School is one of the best schools I have been at in my 34 years of teaching. The principal, Mrs. Susie Woodard, cares more about the students than any other principal I have ever taught with; I love this school so much that my son was the first teacher's child to go K through 8th grade. My husband and I support this school with all our hearts. Great parents and wonderful students.Teacher Review15y ago - Smith County High School
- 9-12
- Public
- 476 Students
5/10GreatSchools RatingParent Rating AverageAs a student that has been going to this school for 3 years now and has been a student of Smith County for all of my life mostly SCHS is a good school . Its not a 10/10 there are a few problems that could be resolved for sure,but the teachers are great and I have learned alot ,and I am still learning more and more everyday. Even with the new school method as of now they still teach us in the best way they know how and they always find a way. I have owl pride all the way SCP forever and always!!!Student Review5y ago - Union Heights Elementary School
- PK-8
- Public
- 268 Students
5/10GreatSchools RatingParent Rating AverageN/AParent Review18y ago - Smith County Middle School
- 5-8
- Public
- 289 Students
4/10GreatSchools RatingParent Rating AverageN/AParent Review18y ago - Gordonsville High School
- 7-12
- Public
- 541 Students
6/10GreatSchools RatingParent Rating AverageN/AOther Review16y ago 
Check out schools near 299 Difficult Rd.
What Locals Say about Pleasant Shade
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Off Market Homes Near 299 Difficult Rd
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