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 20 Pine Bluff Rd estimated to be worth?

Trulia's estimated value for 20 Pine Bluff Rd in Winchester, TN is $428,500 .

What is the price history for 20 Pine Bluff Rd?

20 Pine Bluff Rd in Winchester, TN last sold for $435,000 in April 2025.

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 20 Pine Bluff Rd have air conditioning?

Yes, 20 Pine Bluff Rd in Winchester, TN has air conditioning.

Does 20 Pine Bluff Rd have laundry facilities?

Yes, 20 Pine Bluff Rd in Winchester, TN has laundry facilities.

OFF MARKET

$428,500

Trulia Estimate

3 Beds
2.5 Baths
2,307 sqft (on 1.08 acres)

20 Pine Bluff Rd, Winchester, TN 37398

Est. Refi. Payment $2,556/mo*

Refinance Your Home

Currently Off Market - Sold Apr 30, 2025 for $435,000

Home Value

Trulia Estimate

$429K

Since last month

$3K (+0.6%)

Since last year

$6K (-1.5%)

Since last sale

$6K (-1.3%)

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 decreased by -10% in the last 10 years

Month	Estimated value
2026
August 2026	$429K
August 2026	$427K
July 2026	$427K
June 2026	$435K
May 2026	$441K
April 2026	$444K
March 2026	$405K
February 2026	$403K
January 2026	$403K
2025
December 2025	$441K
November 2025	$438K
October 2025	$437K
September 2025	$444K
August 2025	$436K
July 2025	$439K
June 2025	$438K
May 2025	$437K
April 2025	$439K
March 2025	$442K
February 2025	$442K
January 2025	$445K
2024
December 2024	$440K
November 2024	$440K
October 2024	$439K
September 2024	$438K
August 2024	$443K
July 2024	$443K
June 2024	$465K
May 2024	$465K
April 2024	$458K
March 2024	$457K
February 2024	$484K
January 2024	$484K
2023
December 2023	$473K
November 2023	$475K
October 2023	$478K
September 2023	$481K
August 2023	$468K
July 2023	$471K
June 2023	$476K

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	0.05	Single-Family Home	$462,500	07/30/26	3	2.5	2,308
90 Pine Bluff Rd, Winchester, TN	0.06	Single-Family Home	$476,000	06/24/26	3	2.5	2,773
112 Pine Bluff Ct #14C, Winchester, TN	0.20	Single-Family Home	$575,000	07/20/26	3	3	2,500
91 Sunset Vw, Estill Springs, TN	0.40	Single-Family Home	$285,000	10/06/25	2	2.5	1,469
4137 Eastbrook Rd, Estill Springs, TN	0.52	Single-Family Home	$231,000	02/09/26	3	2	1,680
130 Phillips Dr, Winchester, TN	0.56	Single-Family Home	$1,450,000	10/24/25	3	4.5	4,193
3575 Eastbrook Rd, Estill Springs, TN	0.91	Single-Family Home	$375,000	04/10/26	3	2	1,585
3926 Old Tullahoma Rd, Winchester, TN	0.76	Single-Family Home	$210,000	06/05/26	3	2	1,300

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
74 Pine Bluff Rd, Winchester, TN 37398	0.05	$462,500	3	2.5	2,308	Recently Sold
90 Pine Bluff Rd, Winchester, TN 37398	0.06	$476,000	3	2.5	2,773	Recently Sold
4756 Old Tullahoma Rd, Winchester, TN 37398	0.07	$191,800	2	2	1,068	Off Market
Old Tullahoma Rd #1, Winchester, TN 37398	0.14	$99,900	-	-	-	For Sale
Old Tullahoma Rd #2, Winchester, TN 37398	0.14	$99,900	-	-	-	For Sale
178 Pine Bluff Rd #10, Winchester, TN 37398	0.17	$485,700	3	2.5	2,536	Off Market
90 Pine Bluff Ct #14B, Winchester, TN 37398	0.17	$644,900	3	2.5	2,729	For Sale
224 Pine Bluff Rd, Winchester, TN 37398	0.19	$393,200	4	2.5	2,307	Off Market
112 Pine Bluff Ct #14C, Winchester, TN 37398	0.20	$575,000	3	3	2,500	Recently Sold
242 Pine Bluff Rd, Winchester, TN 37398	0.21	$459,000	3	2.5	2,417	Off Market
Old Tullahoma Rd, Winchester, TN 37398	0.22	$240,000	-	-	-	Recently Sold

Local Information

Map ViewExplore the area around 20 Pine Bluff Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 2022

1.08 acre lot

2,307 sqft

$186/sqft

2 Car Garage

HOA $21/mo

About this House

Gorgeous 3-Bedroom Home – Move-In Ready! Welcome to your dream home! Nestled on a spacious 1.08-acre lot, this stunning 3-bedroom, 2.5-bath residence offers the perfect blend of modern elegance and functional design, Features You’ll Love: Granite countertops and stainless steel appliances in a chef’s kitchen. Luxury Vinyl Plank (LVP) flooring throughout, combining durability and style. A tile shower with a double vanity in the spacious primary suite, featuring a trey ceiling for added charm. Relax year-round on the screened-in porch overlooking the serene backyard. Thoughtfully designed drop zone for added convenience. Energy-efficient recessed lighting throughout the home. Low-maintenance Hardi board siding for lasting curb appeal. Additional Perks: 2-car garage with ample storage space. A privacy fence is coming soon to the backyard (weather permitting). All measurements are approximate and not guaranteed, if important please remeasure. Buyer and Buyer's agent to verify all pertinent information.

20 Pine Bluff Rd, Winchester, TN 37398 is a 3 bedroom, 3 bathroom, 2,307 sqft single-family home built in 2022. It last sold for $435,000 on Apr 30, 2025 (3% below the $449,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $428,500, with a rent estimate of $3,063/month.

Last check for updates: about 4 hours ago

Listed by Susan Baker, Broker. GRI, (931) 808-0166

BHGRE Baker & Cole

Bought with: Monica Morales, (615) 801-6550, Parks Compass

Source: RealTracs MLS as distributed by MLS GRID, MLS#2777327

Home Details for 20 Pine Bluff Rd

Active Status
MLS Status: Closed

Interior Features
Interior Details Basement: Crawl SpaceNumber of Rooms: 6Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Dining Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout Living Area: 2307 Square Feet
Appliances & Utilities Utilities: Water Available, Cable ConnectedAppliances: Dishwasher, Microwave, Refrigerator, Electric Oven, Electric RangeDishwasherLaundry: Electric Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling Heating: CentralHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa No Fireplace
Windows, Doors, Floors & Walls Flooring: Laminate, Tile
Levels, Entrance, & Accessibility Stories: 2Levels: OneFloors: Laminate, Tile
View No View

Exterior Features
Exterior Home Features Roof: ShinglePatio / Porch: Porch, Covered, Patio, ScreenedNo Private Pool
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Door Opener,Garage Faces Front
Frontage Not on Waterfront
Water & Sewer Sewer: Septic Tank
Finished Area Finished Area (above surface): 2307 Square Feet

Property Information
Year Built Year Built: 2022
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Traditional
Building Not a New ConstructionNot Attached Property
Property Information Parcel Number: 054B A 00200 000

Price & Status
Price List Price: $449,900
Status Change & Dates Off Market Date: Wed Apr 30 2025Possession Timing: Close Of Escrow

Location
Direction & Address City: WinchesterCommunity: Whispering Pines
School Information Elementary School: Clark Memorial SchoolJr High / Middle School: North Middle SchoolHigh School: Franklin Co High School

Building
Building Area Building Area: 2307 Square Feet

Community
Not Senior Community

HOA
Has an HOAHOA Fee: $250/Annually

Lot Information
Lot Area: 1.08 Acres

Listing Info
Special Conditions: Standard

Miscellaneous
Mls Number: 2777327Attribution Contact: 9318080166Above Grade Unfinished Area: 2307

Price and Tax history

Date	Event	Price
Apr 30, 2025 Source: RealTracs MLS as distributed by MLS GRID #2777327	Sold	$435,000
Mar 28, 2025 Source: RealTracs MLS as distributed by MLS GRID #2777327	Contingent	$449,900
Jan 11, 2025 Source: RealTracs MLS as distributed by MLS GRID #2777327	Listed For Sale	$449,900

Year	Property tax	Tax assessment
2025	$1,908	$382,500

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
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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
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
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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

Based on information submitted to the MLS GRID as of 2026-09-14 00:28:20 PDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 20 Pine Bluff Rd

What is 20 Pine Bluff Rd estimated to be worth?
Trulia's estimated value for 20 Pine Bluff Rd in Winchester, TN is $428,500.
What is the price history for 20 Pine Bluff Rd?
20 Pine Bluff Rd in Winchester, TN last sold for $435,000 in April 2025.
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 20 Pine Bluff Rd have air conditioning?
Yes, 20 Pine Bluff Rd in Winchester, TN has air conditioning.
Does 20 Pine Bluff Rd have laundry facilities?
Yes, 20 Pine Bluff Rd in Winchester, TN has laundry facilities.