Are yards well-kept in Winchester, TN?

As of early 2026, 92% of users say yards are well-kept

Is a car needed in Winchester, TN?

As of early 2026, 90% of users say car is needed

Is parking easy in Winchester, TN?

As of early 2026, 85% of users say parking is easy

Does Winchester, TN show holiday spirit?

As of early 2026, 82% of users say there's holiday spirit

Is Winchester, TN dog-friendly?

As of early 2026, 79% of users say it's dog friendly

Is Winchester, TN quiet?

As of early 2026, 73% of users say it's quiet

Would people walk alone at night in Winchester, TN?

As of early 2026, 72% of users say people would walk alone at night

Do kids play outside in Winchester, TN?

As of early 2026, 61% of users say kids play outside

Are the streets well-lit in Winchester, TN?

As of early 2026, 59% of users say streets are well-lit

Are neighbors friendly in Winchester, TN?

As of early 2026, 54% of users say neighbors are friendly

Do residents of Winchester, TN plan to stay at least 5 years?

As of early 2026, 51% of users say they plan to stay for at least 5 years

Is there wildlife in Winchester, TN?

As of early 2026, 39% of users say there's wildlife

Does Winchester, TN have sidewalks?

As of early 2026, 33% of users say there are sidewalks

Are there community events in Winchester, TN?

As of early 2026, 27% of users say there are community events

Is Winchester, TN walkable to restaurants?

As of early 2026, 26% of users say it's walkable to restaurants

Is Winchester, TN walkable to grocery stores?

As of early 2026, 15% of users say it's walkable to grocery stores

What is 506 Loop Dr estimated to be worth?

Trulia's estimated value for 506 Loop Dr in Winchester, TN is $832,600 .

What is the price history for 506 Loop Dr?

506 Loop Dr in Winchester, TN last sold for $395,000 in March 2012.

Is Winchester a buyer's or seller's market?

Winchester is currently a buyer's market, based on recent for-sale activity.

What's the median sale price in Winchester?

The median sale price in Winchester is $363K. That is down $70.83K from the prior month.

How big is the lot at 506 Loop Dr?

The lot at 506 Loop Dr in Winchester, TN is about 1.1 acres .

Does 506 Loop Dr have a garage?

Yes, 506 Loop Dr in Winchester, TN has a garage.

OFF MARKET

$832,600

Trulia Estimate

3 Beds
3 Baths
2,464 sqft (on 1.12 acres)

506 Loop Dr, Winchester, TN 37398

Est. Refi. Payment $4,990/mo*

Refinance Your Home

Currently Off Market - Sold Mar 2, 2012 for $395,000

Home Value

Trulia Estimate

$833K

Since last month

$20K (-2.4%)

Since last year

$40K (-4.6%)

Since last sale

$438K (+110.8%)

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 +79% in the last 10 years

Month	Estimated value
2026
October 2026	$833K
September 2026	$853K
August 2026	$854K
July 2026	$853K
June 2026	$862K
May 2026	$854K
April 2026	$842K
March 2026	$843K
February 2026	$818K
January 2026	$809K
2025
December 2025	$842K
November 2025	$842K
October 2025	$873K
September 2025	$883K
August 2025	$887K
July 2025	$903K
June 2025	$907K
May 2025	$889K
April 2025	$910K
March 2025	$895K
February 2025	$867K
January 2025	$855K
2024
December 2024	$869K
November 2024	$873K
October 2024	$797K
September 2024	$798K
August 2024	$812K
July 2024	$810K
June 2024	$805K
May 2024	$796K
April 2024	$763K
March 2024	$768K
February 2024	$749K
January 2024	$737K
2023
December 2023	$745K
November 2023	$748K
October 2023	$783K
September 2023	$775K
August 2023	$754K
July 2023	$791K
June 2023	$799K
May 2023	$733K
April 2023	$711K
March 2023	$709K
February 2023	$717K
January 2023	$749K
2022
December 2022	$766K
November 2022	$791K
October 2022	$795K
September 2022	$788K
August 2022	$783K
July 2022	$784K
June 2022	$785K
May 2022	$764K
April 2022	$747K
March 2022	$751K
February 2022	$739K
January 2022	$737K
2021
December 2021	$739K
November 2021	$723K
October 2021	$704K
September 2021	$682K
August 2021	$672K
July 2021	$664K
June 2021	$619K
May 2021	$557K
April 2021	$541K
March 2021	$529K
February 2021	$523K
January 2021	$516K
2020
December 2020	$515K
November 2020	$500K
October 2020	$495K
September 2020	$477K
August 2020	$484K
July 2020	$482K
June 2020	$485K
May 2020	$467K
April 2020	$458K
March 2020	$460K
February 2020	$455K
January 2020	$461K
2019
December 2019	$462K
November 2019	$470K
October 2019	$458K
September 2019	$459K
August 2019	$440K
July 2019	$400K
June 2019	$412K
May 2019	$421K
April 2019	$455K
March 2019	$443K
February 2019	$433K
January 2019	$432K
2018
December 2018	$424K
November 2018	$465K
October 2018	$457K
September 2018	$432K
August 2018	$451K
July 2018	$441K
June 2018	$467K
May 2018	$439K
April 2018	$442K
March 2018	$460K
February 2018	$457K
January 2018	$468K
2017
December 2017	$499K
November 2017	$474K
October 2017	$475K
September 2017	$475K
August 2017	$481K
July 2017	$470K
June 2017	$479K
May 2017	$476K
April 2017	$475K
March 2017	$477K
February 2017	$467K
January 2017	$465K
2016
December 2016	$454K
November 2016	$458K
October 2016	$465K

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
118 Hickory Hill Dr, Estill Springs, TN	0.66	Single-Family Home	$365,000	05/07/26	3	3	3,022
182 Loop Dr, Winchester, TN	0.32	Single-Family Home	$790,000	10/05/26	5	3	3,640
76 Waters Edge Dr, Estill Springs, TN	0.69	Single-Family Home	$399,900	12/29/25	3	2	1,843
100 Acree Ln, Estill Springs, TN	0.26	Single-Family Home	$2,075,000	09/23/26	4	4	2,200
1956 Old Estill Springs Rd, Winchester, TN	0.81	Single-Family Home	$295,000	04/30/26	3	1.5	1,668
353 Waters Edge Dr, Estill Springs, TN	0.59	Single-Family Home	$1,350,000	06/25/26	3	2.5	3,266
197 Murray Lake Dr, Winchester, TN	0.94	Single-Family Home	$439,900	12/02/25	3	3	2,528
461 Royal Oak Dr, Winchester, TN	1.04	Single-Family Home	$374,900	11/05/25	3	2	2,247
261 Bell Dr W, Winchester, TN	0.91	Single-Family Home	$570,000	06/22/26	3	2.5	3,468
192 Bell Dr W, Winchester, TN	0.94	Single-Family Home	$610,000	06/23/26	3	2.5	3,040

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
464 Loop Dr, Winchester, TN 37398	0.05	$1,029,400	3	3	2,943	Off Market
536 Loop Dr, Winchester, TN 37398	0.05	$488,800	Studio	-	1,686	Off Market
440 Loop Dr, Winchester, TN 37398	0.06	-	3	2.5	2,140	Off Market
418 Loop Dr, Winchester, TN 37398	0.09	$1,283,500	3	2	1,569	Off Market
394 Loop Dr, Winchester, TN 37398	0.12	$626,500	Studio	2	1,300	Off Market
356 Loop Dr, Winchester, TN 37398	0.16	$754,400	Studio	2	1,488	Off Market
172 Parks Ln, Winchester, TN 37398	0.17	$1,253,600	Studio	-	2,516	Off Market
326 Loop Dr, Winchester, TN 37398	0.20	$1,299,000	3	3	3,154	Off Market
326 Loop Dr #15, Winchester, TN 37398	0.20	$1,356,200	-	-	-	Off Market
Old estill spgs Rd, Winchester, TN 37398	0.23	$222,000	-	-	-	Off Market
292 Loop Dr, Winchester, TN 37398	0.23	$1,132,200	3	5	7,105	Off Market
Old estill spgs Rd, Winchester, TN 37398	0.24	-	-	-	-	Off Market
62 Acree Ln, Estill Springs, TN 37330	0.25	$433,500	Studio	1	960	Off Market
100 Acree Ln, Estill Springs, TN 37330	0.26	-	-	-	-	Off Market
720 Waters Edge Dr, Estill Springs, TN 37330	0.26	$1,069,500	Studio	3	2,403	Off Market
100 Acree Ln, Estill Springs, TN 37330	0.26	$2,075,000	4	4	2,200	Recently Sold
44 Acree Ln, Estill Springs, TN 37330	0.26	$866,900	4	3.5	2,136	Off Market
272 Loop Dr, Winchester, TN 37398	0.26	$529,200	Studio	2	816	Off Market
723 Waters Edge Dr, Estill Springs, TN 37330	0.26	$1,221,000	4	3	2,278	Off Market
Old estill spgs Rd, Winchester, TN 37398	0.26	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 506 Loop Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1986

1.12 acre lot

2,464 sqft

$338/sqft

Garage

About this House

New Listing! End of road privacy with+300 Ft. of flat shore line. No Steps to lake! Cute lake house with major water views. 3 bdr.,3 bath + 1/2 bath in 2 car garage. 2 septic tanks and a well. 1 car garage on lower level could be converted to 4th bdrm.

506 Loop Dr, Winchester, TN 37398 is a 3 bedroom, 3 bathroom, 2,464 sqft single-family home built in 1986. It last sold for $395,000 on Mar 2, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $832,600, with a rent estimate of $2,814/month.

Home Details for 506 Loop Dr

Interior Features
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Hardwood
Heating & Cooling Air Conditioning

Exterior Features
Exterior Home Features Roof: MetalDeckExterior: OtherFoundation Type: Footing
Parking & Garage GarageParking: Garage Detached

Property Information
Year Built Year Built: 1986Year Updated: 1986
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 1.12 acres

Price and Tax history

Date	Event	Price
Mar 2, 2012 Source: RealTracs MLS as distributed by MLS GRID #1334075	Sold	$395,000
Jan 26, 2012 Source: Agent Provided	Listed For Sale	$419,900

Year	Property tax	Tax assessment
2025	$2,123	$425,600

Additional Cost

Market trends in Winchester

Last updated September 2026

Avg. sale price

$363K

$70.83KMoM

Sale-to-List Price

—

Price per sq ft

$200

$6MoM

Available listings

171

20MoM

Sourced by Trulia Market Trends

Around this home

Clark Memorial School
PK-5
Public
539 Students
Franklin County School District
5/10
GreatSchools Rating
Parent Rating Average
My granddaughter hates this school. She has told her teacher that she is being bullied and they haven’t punished them. Don’t recommend.
Parent Review
2y ago
8 Reviews

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 Winchester

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.

82% say there's holiday spirit
54% say neighbors are friendly
33% say there are sidewalks

Trulia Trick or TreatStart Ghost Hunt

At least 34 Trulia users voted on each feature.

92 % Say yards are well-kept
90 % Say car is needed
85 % Say parking is easy
82 % Say there's holiday spirit
79 % Say it's dog friendly
73 % Say it's quiet
72 % Say people would walk alone at night
61 % Say kids play outside
59 % Say streets are well-lit
54 % Say neighbors are friendly
51 % Say they plan to stay for at least 5 years
39 % Say there's wildlife
33 % Say there are sidewalks
27 % Say there are community events
26 % Say it's walkable to restaurants
15 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Resident
4mo ago
"It seems to be a very dog friendly neighborhood. I see people walking their dogs frequently. We don’t have sidewalks everywhere though."
0
Flag
Candiemae1987
Resident
1y ago
"Local shopping events, small businesses, close knit, craft sales, yard sales, trunk or treating, festivals. "
0
Flag
Ashley Leslie
Resident
2y ago
"Seasonal activities in the square or nearby. Great trick-or-treating neighborhoods. Friendly people. Tim’s Ford Lake is here! What more could you ask for. Small town vibes with everything you need close by."
0
Flag
Trulia User
Prev. Resident
3y ago
"It’s a lovely clean neighborhood with great schools! Nice parks and good roads. Perfect for families ! I love that it’s near the galleria yer feels like you’re in the countryside "
1
Flag
Trulia User
Resident
6y ago
"ppl walk dogs all the time, little traffic, courteous drivers and slow speeds, beautiful kept yards, "
0
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Hnatusko.timothy
Resident
6y ago
"I’ve lived in the area for most my life and I love it...................... it’s a very pretty neighborhood"
0
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Rachel.cole
Resident
6y ago
"There are a lot of retired couples in this neighborhood. It is a nice safe neighborhood. The draw back is not being able to find skilled workers who will show up when a repair needs to be done. "
1
Flag
Courtney H.
Resident
6y ago
"My neighborhood is next to Tim’s Ford State Park and Bear Trace Golf Course. The scenic beauty of Mother Nature and the vast array of wildlife during my commute make me never want to leave. "
0
Flag
Ashley Geiger
Visitor
7y ago
"People are friendly and kind. I enjoy the slower pace of life here. The beauty of the outdoors are incredible. I want to raise my children here and grow old with my husband in a neighborhood like this. I love Tennessee period ."
1
Flag
Jimmydonnaanderson
Resident
8y ago
"Love Rural communities. Love living in the country . pets can run outside and grandkids can play with being told they are to loud "
0
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Lindawilliamsnp
Resident
8y ago
"close to town, yet seems secluded. close to hospital. close to restaurants. city garbage pick up. city sewer/water."
2
Flag
Dannielle R.
Resident
8y ago
"It’s quite it a great community with lots to do and many small businesses that carry great local items. "
3
Flag
kell14
11y ago
"Franklin Hills Subdivision is considered one of the best places to live. Natural gas for heating/cooking/fireplace. City sewer/water/garbage and leaf pickup."
5
Flag
Michelle
13y ago
"Great quiet place to live but, yet close enough to three major cities (Huntsville, Al, Nashville, TN, Chattanooga, TN). All within an hours +/- drive."
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 506 Loop Dr

What is 506 Loop Dr estimated to be worth?
Trulia's estimated value for 506 Loop Dr in Winchester, TN is $832,600.
What is the price history for 506 Loop Dr?
506 Loop Dr in Winchester, TN last sold for $395,000 in March 2012.
Is Winchester a buyer's or seller's market?
Winchester is currently a buyer's market, based on recent for-sale activity.
What's the median sale price in Winchester?
The median sale price in Winchester is $363K. That is down $70.83K from the prior month.
How big is the lot at 506 Loop Dr?
The lot at 506 Loop Dr in Winchester, TN is about 1.1 acres.
Does 506 Loop Dr have a garage?
Yes, 506 Loop Dr in Winchester, TN has a garage.