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 4 Pine Bluff Rd estimated to be worth?

Trulia's estimated value for 4 Pine Bluff Rd in Winchester, TN is $445,300 .

What is the price history for 4 Pine Bluff Rd?

4 Pine Bluff Rd in Winchester, TN last sold for $297,000 in February 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 4 Pine Bluff Rd have air conditioning?

Yes, 4 Pine Bluff Rd in Winchester, TN has air conditioning.

How big is the lot at 4 Pine Bluff Rd?

The lot at 4 Pine Bluff Rd in Winchester, TN is about 0.72 acres (31,537 sq ft).

OFF MARKET

$445,300

Trulia Estimate

3 Beds
2.5 Baths
2,309 sqft (on 0.72 acres)

4 Pine Bluff Rd, Winchester, TN 37398

Est. Refi. Payment $2,568/mo*

Refinance Your Home

Currently Off Market - Sold Feb 28, 2020 for $297,000

Home Value

Trulia Estimate

$445K

Since last month

$400 (+0.1%)

Since last year

$10K (-2.1%)

Since last sale

$148K (+49.9%)

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 +124% in the last 10 years

Month	Estimated value
2026
August 2026	$445K
July 2026	$445K
June 2026	$453K
May 2026	$455K
April 2026	$453K
March 2026	$440K
February 2026	$431K
January 2026	$425K
2025
December 2025	$439K
November 2025	$438K
October 2025	$445K
September 2025	$456K
August 2025	$455K
July 2025	$468K
June 2025	$467K
May 2025	$470K
April 2025	$462K
March 2025	$458K
February 2025	$452K
January 2025	$447K
2024
December 2024	$461K
November 2024	$457K
October 2024	$465K
September 2024	$478K
August 2024	$483K
2023
May 2023	$465K
April 2023	$430K
March 2023	$432K
February 2023	$416K
January 2023	$414K
2022
December 2022	$418K
November 2022	$455K
October 2022	$468K
September 2022	$457K
August 2022	$451K
July 2022	$458K
June 2022	$477K
May 2022	$461K
April 2022	$487K
March 2022	$457K
February 2022	$457K
January 2022	$441K
2021
December 2021	$444K
November 2021	$447K
October 2021	$409K
September 2021	$403K
August 2021	$369K
July 2021	$358K
June 2021	$353K
April 2021	$199K

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
74 Pine Bluff Rd, Winchester, TN	0.08	Single-Family Home	$462,500	07/30/26	3	2.5	2,308
90 Pine Bluff Rd, Winchester, TN	0.09	Single-Family Home	$476,000	06/24/26	3	2.5	2,773
224 Pine Bluff Rd, Winchester, TN	0.22	Single-Family Home	$400,000	09/05/25	4	2.5	2,307
112 Pine Bluff Ct #14C, Winchester, TN	0.23	Single-Family Home	$575,000	07/20/26	3	3	2,500
91 Sunset Vw, Estill Springs, TN	0.38	Single-Family Home	$285,000	10/06/25	2	2.5	1,469
4137 Eastbrook Rd, Estill Springs, TN	0.54	Single-Family Home	$231,000	02/09/26	3	2	1,680
111 Grider Rd, Winchester, TN	0.88	Single-Family Home	$235,000	07/02/26	3	2	1,825
3926 Old Tullahoma Rd, Winchester, TN	0.73	Single-Family Home	$210,000	06/05/26	3	2	1,300
55 Grider Rd, Winchester, TN	0.87	Single-Family Home	$295,000	12/18/25	3	2	1,404
3575 Eastbrook Rd, Estill Springs, TN	0.91	Single-Family Home	$375,000	04/10/26	3	2	1,585

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
20 Pine Bluff Rd, Winchester, TN 37398	0.03	$426,800	3	2.5	2,307	Off Market
4756 Old Tullahoma Rd, Winchester, TN 37398	0.09	$192,200	2	2	1,068	Off Market
74 Pine Bluff Rd, Winchester, TN 37398	0.08	$462,500	3	2.5	2,308	Recently Sold
Old Tullahoma Rd #1, Winchester, TN 37398	0.11	$99,900	-	-	-	For Sale
Old Tullahoma Rd #2, Winchester, TN 37398	0.11	$99,900	-	-	-	For Sale
90 Pine Bluff Rd, Winchester, TN 37398	0.09	$476,000	3	2.5	2,773	Recently Sold
70 Meaker Ln, Winchester, TN 37398	0.19	$327,600	3	2	1,556	Off Market
Old Tullahoma Rd, Winchester, TN 37398	0.19	$240,000	-	-	-	Recently Sold
178 Pine Bluff Rd #10, Winchester, TN 37398	0.20	$494,100	3	2.5	2,536	Off Market
90 Pine Bluff Ct #14B, Winchester, TN 37398	0.20	$644,900	3	2.5	2,729	For Sale
224 Pine Bluff Rd, Winchester, TN 37398	0.22	$391,900	4	2.5	2,307	Off Market
112 Pine Bluff Ct #14C, Winchester, TN 37398	0.23	$575,000	3	3	2,500	Recently Sold

Local Information

Map ViewExplore the area around 4 Pine Bluff 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

2019

Lot Size

0.72 acres

Living Area

2,309 sqft

Price/Sqft

$193

Parking

Garage

About this House

New construction in Winchester's newest development! Whispering Pines is located on Pine Bluff Road between Winchester & Tullahoma. This house has plenty of curb appeal with its hardie board siding and cedar porches. 2 story house has 3 bedrooms and 2.5 baths. The master suite, open kitchen/living area & utility room are downstairs and upstairs there are 2 bedrooms, 1 full bath, and a nice sized bonus room. Lot size is 0.72 acres and has nice sized back yard. Located only 10 miles from Tullahoma

4 Pine Bluff Rd, Winchester, TN 37398 is a 3 bedroom, 3 bathroom, 2,309 sqft single-family home built in 2019. It last sold for $297,000 on Feb 28, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $445,300, with a rent estimate of $2,685/month.

Home Details for 4 Pine Bluff Rd

Interior Features
Heating & Cooling Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Carpet, Hardwood
Interior Details Types of Rooms: Dining Room
Appliances & Utilities DishwasherRefrigerator

Exterior Features
Exterior Home Features Roof: CompositionDeckPatioPorch
Parking & Garage GarageParking Spaces: 2Parking: Garage Attached

Property Information
Year Built Year Built: 2019
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.72 acres

Price and Tax history

Date	Event	Price
Feb 28, 2020 Source: RealTracs MLS as distributed by MLS GRID #2080080	Sold	$297,000

Additional Cost

Market trends in Winchester

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

196

1MoM

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
2mo 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
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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
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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
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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
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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 4 Pine Bluff Rd

What is 4 Pine Bluff Rd estimated to be worth?
Trulia's estimated value for 4 Pine Bluff Rd in Winchester, TN is $445,300.
What is the price history for 4 Pine Bluff Rd?
4 Pine Bluff Rd in Winchester, TN last sold for $297,000 in February 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 4 Pine Bluff Rd have air conditioning?
Yes, 4 Pine Bluff Rd in Winchester, TN has air conditioning.
How big is the lot at 4 Pine Bluff Rd?
The lot at 4 Pine Bluff Rd in Winchester, TN is about 0.72 acres (31,537 sq ft).