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 339 Bryan Dr estimated to be worth?

Trulia's estimated value for 339 Bryan Dr in Winchester, TN is $563,800 .

What is the price history for 339 Bryan Dr?

339 Bryan Dr in Winchester, TN last sold for $340,000 in September 2020.

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

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

What do residents say about Winchester?

Residents describe Winchester, TN as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Winchester, TN .

Does 339 Bryan Dr have air conditioning?

Yes, 339 Bryan Dr in Winchester, TN has air conditioning.

How big is the lot at 339 Bryan Dr?

The lot at 339 Bryan Dr in Winchester, TN is about 0.97 acres (42,253 sq ft).

OFF MARKET

$563,800

Trulia Estimate

4 Beds
4.5 Baths
2,921 sqft (on 0.97 acres)

339 Bryan Dr, Winchester, TN 37398

Est. Refi. Payment $3,403/mo*

Refinance Your Home

Currently Off Market - Sold Sep 17, 2020 for $340,000

Home Value

Trulia Estimate

$564K

Since last month

$6K (-1%)

Since last year

$400 (-0.1%)

Since last sale

$225K (+66.2%)

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 +111% in the last 10 years

Month	Estimated value
2026
September 2026	$565K
August 2026	$571K
July 2026	$580K
June 2026	$579K
May 2026	$585K
April 2026	$581K
March 2026	$570K
February 2026	$563K
January 2026	$556K
2025
December 2025	$564K
November 2025	$565K
October 2025	$568K
September 2025	$566K
August 2025	$578K
July 2025	$585K
June 2025	$586K
May 2025	$578K
April 2025	$579K
March 2025	$574K
February 2025	$572K
January 2025	$566K
2024
December 2024	$570K
November 2024	$571K
October 2024	$574K
September 2024	$570K
August 2024	$570K
July 2024	$571K
June 2024	$571K
May 2024	$575K
April 2024	$568K
March 2024	$561K
February 2024	$553K
January 2024	$543K
2023
December 2023	$548K
November 2023	$547K
October 2023	$560K
September 2023	$566K
August 2023	$559K
July 2023	$569K
June 2023	$563K
May 2023	$547K
April 2023	$544K
March 2023	$543K
February 2023	$536K
January 2023	$523K
2022
December 2022	$527K
November 2022	$533K
October 2022	$537K
September 2022	$536K
August 2022	$533K
July 2022	$536K
June 2022	$537K
May 2022	$531K
April 2022	$524K
March 2022	$525K
February 2022	$520K
January 2022	$511K
2021
December 2021	$510K
November 2021	$501K
October 2021	$495K
September 2021	$485K
August 2021	$484K
July 2021	$483K
June 2021	$471K
May 2021	$465K
April 2021	$452K
March 2021	$433K
February 2021	$433K
January 2021	$432K
2020
December 2020	$425K
November 2020	$344K
October 2020	$345K
September 2020	$341K
August 2020	$410K
July 2020	$409K
June 2020	$404K
May 2020	$394K
April 2020	$391K
March 2020	$387K
February 2020	$380K
January 2020	$383K
2019
December 2019	$381K
November 2019	$380K
October 2019	$382K
September 2019	$379K
August 2019	$358K
July 2019	$322K
June 2019	$339K
May 2019	$355K
April 2019	$388K
March 2019	$376K
February 2019	$343K
January 2019	$329K
2018
December 2018	$315K
November 2018	$331K
October 2018	$312K
September 2018	$310K
August 2018	$308K
July 2018	$307K
June 2018	$305K
May 2018	$303K
April 2018	$301K
March 2018	$300K
February 2018	$298K
January 2018	$296K
2017
December 2017	$294K
November 2017	$292K
October 2017	$290K
September 2017	$288K
August 2017	$286K
July 2017	$285K
June 2017	$283K
May 2017	$281K
April 2017	$279K
March 2017	$277K
February 2017	$275K
January 2017	$274K
2016
December 2016	$272K
November 2016	$270K
October 2016	$269K
September 2016	$267K

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
54 Foyer Dr, Winchester, TN	0.37	Single-Family Home	$510,000	06/19/26	4	3	2,749
192 Bell Dr W, Winchester, TN	0.15	Single-Family Home	$610,000	06/23/26	3	2.5	3,040
261 Bell Dr W, Winchester, TN	0.13	Single-Family Home	$570,000	06/22/26	3	2.5	3,468
297 Royal Oak Dr, Winchester, TN	0.40	Single-Family Home	$449,900	06/16/26	5	3	3,168
461 Royal Oak Dr, Winchester, TN	0.47	Single-Family Home	$374,900	11/05/25	3	2	2,247
197 Murray Lake Dr, Winchester, TN	0.59	Single-Family Home	$439,900	12/02/25	3	3	2,528
255 Ridgecrest Dr, Winchester, TN	1.02	Single-Family Home	$694,900	01/16/26	4	4.5	3,017
1956 Old Estill Springs Rd, Winchester, TN	0.77	Single-Family Home	$295,000	04/30/26	3	1.5	1,668
Ridgecrest Ct #158, Winchester, TN	1.11	Single-Family Home	$659,900	05/04/26	4	3.5	2,852
225 Crimson Dr, Winchester, TN	0.86	Single-Family Home	$419,000	04/02/26	3	2.5	2,485

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
Bell Dr W #83, Winchester, TN 37398	0.07	-	-	-	-	Off Market
Bryan Dr #41, Winchester, TN 37398	0.07	-	-	-	-	Off Market
267 Bryan Dr, Winchester, TN 37398	0.05	$530,500	4	2	2,350	Off Market
Bryan Dr #103, Winchester, TN 37398	0.05	$122,500	-	-	-	Recently Sold
95 Kamisa Dr #95, Winchester, TN 37398	0.12	-	-	-	-	Off Market
267 Bryan Dr #100, Winchester, TN 37398	0.06	$501,500	4	2	2,350	Off Market
220 Bryan Dr, Winchester, TN 37398	0.10	$459,000	4	3.5	2,209	For Sale
248 Bell Dr W, Winchester, TN 37398	0.11	$527,400	4	3	2,397	Off Market
261 Bell Dr W, Winchester, TN 37398	0.13	$570,000	3	2.5	3,468	Recently Sold
Bell Dr W #57, Winchester, TN 37398	0.18	-	-	-	-	Off Market
Bryan Dr, Winchester, TN 37398	0.14	-	-	-	-	Off Market
192 Bell Dr W, Winchester, TN 37398	0.15	$610,000	3	2.5	3,040	Recently Sold

Local Information

Map ViewExplore the area around 339 Bryan Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 2008

0.97 acre lot

2,921 sqft

$193/sqft

Garage

About this House

Immaculate 4 br 4.5 ba brick home in beautiful lake bordered Bell Acres subdivision. With almost 3,000 sq ft, this home boasts of HW flooring, tile, 2 gas fireplaces, granite counter tops, concrete screened in covered back porch, fence around perfectly manicured yard and bonus room with a full bath. This home is a must for entertainers! Please check out the virtual tour. Link at bottom of page.

339 Bryan Dr, Winchester, TN 37398 is a 4 bedroom, 5 bathroom, 2,921 sqft single-family home built in 2008. It last sold for $340,000 on Sep 17, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $563,800, with a rent estimate of $3,399/month.

Home Details for 339 Bryan Dr

Interior Features
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities Dishwasher
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: CompositionExterior: BrickFoundation Type: FootingPatioPorch
Parking & Garage GarageParking Spaces: 3Parking: Garage Attached

Property Information
Year Built Year Built: 2008Year Updated: 2008
Property Type / Style Property Type: Single Family HomeArchitecture: Contemporary

Lot Information
Lot Area: 0.97 acres

Price and Tax history

Date	Event	Price
Sep 17, 2020 Source: RealTracs MLS as distributed by MLS GRID #2166478	Sold	$340,000
Jul 4, 2020 Source: Agent Provided	Listed For Sale	$354,500
Jan 12, 2016 Source: N/A	Sold	$255,200
Nov 4, 2015 Source: N/A	Listed For Sale	$274,900
Jun 27, 2012 Source: N/A	Sold	$250,000
Mar 5, 2010 Source: N/A	Sold	$265,000
Apr 30, 2008 Source: N/A	Sold	$32,000

Year	Property tax	Tax assessment
2025	$3,203	$498,300

Additional Cost

Market trends in Winchester

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

191

6MoM

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

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
3mo 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
2y 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
Flag
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
Flag
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
Flag
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 339 Bryan Dr

What is 339 Bryan Dr estimated to be worth?
Trulia's estimated value for 339 Bryan Dr in Winchester, TN is $563,800.
What is the price history for 339 Bryan Dr?
339 Bryan Dr in Winchester, TN last sold for $340,000 in September 2020.
Is Winchester a buyer's or seller's market?
Winchester is currently a buyer's market, based on recent for-sale activity.
What do residents say about Winchester?
Residents describe Winchester, TN as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Winchester, TN.
Does 339 Bryan Dr have air conditioning?
Yes, 339 Bryan Dr in Winchester, TN has air conditioning.
How big is the lot at 339 Bryan Dr?
The lot at 339 Bryan Dr in Winchester, TN is about 0.97 acres (42,253 sq ft).