414 Pine Bluff Rd, Winchester, TN 37398
OFF MARKET

414 Pine Bluff Rd
Winchester, TN 37398

  • 3 Beds
  • 2 Baths
  • 1,408 sqft (on 3.52 acres)

$491,000

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $2,784/mo*
Refinance Your Home

$491,000

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $2,784/mo*
Refinance Your Home
3 Beds
2 Baths
1,408 sqft
(on 3.52 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Updated 3 bedroom, 2 bath home near Tims Ford Lake. Four boat ramps within a few miles. Aprx. 3.52 acres, 48x30 metal shop w/two 10 ft. roll up doors, detached garage/workshop, carports & single car attached garage w/finishable living area. Hardwood floors & tile, screened porch at rear of home. HVAC & new ductwork-2017.Tankless water heater. Convenient to Winchester & Tullahoma.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 414 Pine Bluff Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionExterior: BrickFoundation Type: Footing
Parking & Garage
GarageParking Spaces: 5Parking: Garage Attached, Garage Detached

Property Information

Year Built
Year Built: 1966Year Updated: 1978
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 3.52 acres

Price History for 414 Pine Bluff Rd

DatePriceEventSource
02/02/2021$225,000Sold
RealTracs MLS as distributed by MLS GRID #2209910
01/13/2021$229,900PendingRealTracs MLS as distributed by MLS GRID #2209910
12/16/2020$75,000Sold
N/A
11/28/2020$229,900Listed For SaleAgent Provided
05/07/2018$197,500Sold
N/A
01/28/2013$135,000Sold
RealTracs MLS as distributed by MLS GRID #1421296
12/14/2012$139,900Listed For SaleAgent Provided
04/19/2012$139,900ListingRemovedAgent Provided
02/10/2012$139,900Listed For SaleAgent Provided
03/29/2011$100,000Sold
N/A
11/02/2005$90,000Sold
N/A
07/27/2005$40,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$1,243
Assessment$249,200
Home facts updated by county records

Comparable Sales for 414 Pine Bluff Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4756 Old Tullahoma Rd, Winchester, TN
0.45
Single-Family Home
$195,000
07/03/25
2
2
1,068
224 Pine Bluff Rd, Winchester, TN
0.23
Single-Family Home
$400,000
09/05/25
4
2.5
2,307
4137 Eastbrook Rd, Estill Springs, TN
0.78
Single-Family Home
$231,000
02/09/26
3
2
1,680
91 Sunset Vw, Estill Springs, TN
0.80
Single-Family Home
$285,000
10/06/25
2
2.5
1,469
130 Phillips Dr, Winchester, TN
0.23
Single-Family Home
$1,450,000
10/24/25
3
4.5
4,193
200 Meadowood Ln, Winchester, TN
0.61
Single-Family Home
$95,000
01/15/26
2
1,076
4815 Old Tullahoma Rd, Winchester, TN
0.33
Single-Family Home
$267,000
09/15/25
3
3
1,939
335 Old Eastbrook Rd #4A-2, Estill Springs, TN
1.35
Single-Family Home
$282,000
05/29/25
3
2
1,300
3575 Eastbrook Rd, Estill Springs, TN
1.27
Single-Family Home
$375,000
04/10/26
3
2
1,585
369 Old Eastbrook Rd, Estill Springs, TN
1.35
Single-Family Home
$345,000
11/23/25
3
2
1,425

Nearby homes

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Assigned Schools

These are the assigned schools for 414 Pine Bluff Rd.
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 33 Trulia users voted on each feature.

  • 92 % Say yards are well-kept

  • 90 % Say car is needed

  • 84 % Say there's holiday spirit

  • 84 % Say parking is easy

  • 80 % Say it's dog friendly

  • 73 % Say people would walk alone at night

  • 72 % Say it's quiet

  • 60 % Say kids play outside

  • 59 % Say streets are well-lit

  • 54 % Say neighbors are friendly

  • 53 % Say they plan to stay for at least 5 years

  • 38 % Say there's wildlife

  • 33 % Say there are sidewalks

  • 27 % Say it's walkable to restaurants

  • 27 % Say there are community events

  • 16 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • 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

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414 Pine Bluff Rd, Winchester, TN 37398 is a 3 bedroom, 2 bathroom, 1,408 sqft single-family home built in 1966. This property is not currently available for sale. 414 Pine Bluff Rd was last sold on Feb 2, 2021 for $225,000. The current Trulia Estimate for 414 Pine Bluff Rd is $491,000.