266 Pine Bluff Rd, Winchester, TN 37398
OFF MARKET

266 Pine Bluff Rd
Winchester, TN 37398

  • Studio
  • 1 Bath
  • 1,040 sqft (on 0.28 acres)

$115,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $716/mo*
Refinance Your Home

$115,700

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $716/mo*
Refinance Your Home
Studio
1 Bath
1,040 sqft
(on 0.28 acres)

Home Value

Trulia Estimate
$116K
Since last month
Decreased$3K (-2.9%)
Since last year
Increased$4K (+4%)
Since last sale
Increased$66K (+147.3%)
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 increased by +356% in the last 10 years
MonthEstimated value
2026
August 2026$111K
July 2026$115K
June 2026$115K
May 2026$114K
April 2026$109K
March 2026$109K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
224 Pine Bluff Rd, Winchester, TN
0.05
Single-Family Home
$400,000
09/05/25
4
2.5
2,307
200 Meadowood Ln, Winchester, TN
0.54
Single-Family Home
$95,000
01/15/26
2
1,076
74 Pine Bluff Rd, Winchester, TN
0.19
Single-Family Home
$462,500
07/30/26
3
2.5
2,308
90 Pine Bluff Rd, Winchester, TN
0.18
Single-Family Home
$476,000
06/24/26
3
2.5
2,773
112 Pine Bluff Ct #14C, Winchester, TN
0.10
Single-Family Home
$575,000
07/20/26
3
3
2,500
4137 Eastbrook Rd, Estill Springs, TN
0.62
Single-Family Home
$231,000
02/09/26
3
2
1,680
5425 Old Tullahoma Rd, Winchester, TN
0.65
Single-Family Home
$70,000
12/22/25
2
1,843
3926 Old Tullahoma Rd, Winchester, TN
0.91
Single-Family Home
$210,000
06/05/26
3
2
1,300
91 Sunset Vw, Estill Springs, TN
0.63
Single-Family Home
$285,000
10/06/25
2
2.5
1,469
4324 Old Tullahoma Rd, Winchester, TN
0.74
Single-Family Home
$1,000
12/02/25
1
1,170

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
242 Pine Bluff Rd, Winchester, TN 37398
0.03
$460,100
3
2.5
2,417
Off Market
224 Pine Bluff Rd, Winchester, TN 37398
0.05
$393,300
4
2.5
2,307
Off Market
178 Pine Bluff Rd #10, Winchester, TN 37398
0.07
$489,900
3
2.5
2,536
Off Market
331 Pine Bluff Rd, Winchester, TN 37398
0.08
$367,000
4
2
1,500
Off Market
112 Pine Bluff Ct #14C, Winchester, TN 37398
0.10
$575,000
3
3
2,500
Recently Sold
90 Pine Bluff Ct #14B, Winchester, TN 37398
0.12
$644,900
3
2.5
2,729
For Sale
90 Pine Bluff Rd, Winchester, TN 37398
0.18
$476,000
3
2.5
2,773
Recently Sold
74 Pine Bluff Rd, Winchester, TN 37398
0.19
$462,500
3
2.5
2,308
Recently Sold
20 Pine Bluff Rd, Winchester, TN 37398
0.24
$428,800
3
2.5
2,307
Off Market
49 W Paradise Dr #49, Winchester, TN 37398
0.26
-
-
-
-
Off Market
4756 Old Tullahoma Rd, Winchester, TN 37398
0.27
$192,200
2
2
1,068
Off Market
85 Phillips Dr, Winchester, TN 37398
0.30
$626,700
3
2
2,125
Off Market

Local Information

  • Map ViewExplore the area around 266 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
1930
Lot Size
0.28 acres
Living Area
1,040 sqft
Price/Sqft
$111

About this House

This single-family home is located at 266 Pine Bluff Rd, Winchester, TN. 266 Pine Bluff Rd is in Winchester, TN and in ZIP code 37398. This property has 1 bathroom and approximately 1,040 sqft of floor space. This property has a lot size of 0.28 acres and was built in 1930.
266 Pine Bluff Rd, Winchester, TN 37398 is a studio, 1 bathroom, 1,040 sqft single-family home built in 1930. It last sold for $45,000 on Apr 6, 2021. It is currently off market. The Trulia Estimate is $115,700, with a rent estimate of $1,539/month.

Home Details for 266 Pine Bluff Rd

Interior Features

Heating & Cooling
Heating: ElectricHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: CompositionExterior: BrickFoundation Type: Footing
Parking & Garage
Parking: Carport

Property Information

Year Built
Year Built: 1930Year Updated: 1952
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
Apr 6, 2021
Source: N/A
Sold
$45,000

Market trends in Winchester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
196
1MoM

Around this home

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
    "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
    "Local shopping events, small businesses, close knit, craft sales, yard sales, trunk or treating, festivals. "
    0
    Flag
  • Ashley Leslie
    "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
    "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
    "ppl walk dogs all the time, little traffic, courteous drivers and slow speeds, beautiful kept yards, "
    0
    Flag
  • Hnatusko.timothy
    "I’ve lived in the area for most my life and I love it...................... it’s a very pretty neighborhood"
    0
    Flag
  • Rachel.cole
    "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.
    "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
    "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
    "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
    "close to town, yet seems secluded. close to hospital. close to restaurants. city garbage pick up. city sewer/water."
    2
    Flag
  • Dannielle R.
    "It’s quite it a great community with lots to do and many small businesses that carry great local items. "
    3
    Flag
  • kell14
    "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
    "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 266 Pine Bluff Rd

  • What is 266 Pine Bluff Rd estimated to be worth?
    Trulia's estimated value for 266 Pine Bluff Rd in Winchester, TN is $115,700.
  • What is the price history for 266 Pine Bluff Rd?
    266 Pine Bluff Rd in Winchester, TN last sold for $45,000 in April 2021.
  • 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.
  • How big is the lot at 266 Pine Bluff Rd?
    The lot at 266 Pine Bluff Rd in Winchester, TN is about 0.28 acres (12,196 sq ft).
  • Does 266 Pine Bluff Rd have parking?
    Yes, 266 Pine Bluff Rd in Winchester, TN has on-site parking.

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