355 Shadowbrook Rd, Winchester, TN 37398
OFF MARKET

355 Shadowbrook Rd
Winchester, TN 37398

  • Studio
  • 4 Baths
  • 2,036 sqft (on 1.64 acres)

$469,400

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $2,690/mo*

$469,400

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $2,690/mo*
Studio
4 Baths
2,036 sqft
(on 1.64 acres)

Home Value

Trulia Estimate
$469K
Since last month
Increased$5K (+1.1%)
Since last year
Decreased$1K (-0.3%)
Since last sale
Increased$308K (+191.6%)
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 +107% in the last 10 years
MonthEstimated value
2026
August 2026$469K
July 2026$464K
June 2026$480K
May 2026$482K
April 2026$463K
March 2026$436K
February 2026$427K
January 2026$422K
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
0.15
Single-Family Home
$380,000
04/03/26
3
2
2,113
0.36
Single-Family Home
$100,000
01/22/26
3
2
1,897
0.25
Single-Family Home
$750,000
05/15/26
4
3.5
3,896
0.42
Single-Family Home
$325,000
04/09/26
4
3
2,528
0.25
Single-Family Home
$342,000
06/12/26
3
2
1,400
0.29
Single-Family Home
$565,000
04/08/26
3
2.5
2,946
0.31
Single-Family Home
$390,000
07/23/26
3
2
2,062
0.26
Single-Family Home
$500,000
09/26/25
4
3
2,600
0.29
Single-Family Home
$565,000
04/09/26
3
1,466
0.39
Single-Family Home
$270,000
08/20/26
3
2
1,620

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
0.08
$400,800
5
3.5
3,492
Off Market
0.14
$349,000
3
2
3,050
For Sale
0.15
$380,000
3
2
2,113
Recently Sold
0.18
$65,000
-
-
-
Recently Sold
0.22
$566,300
3
2.5
2,600
Off Market
0.25
$750,000
4
3.5
3,896
Recently Sold
0.26
$624,700
4
3
3,497
Off Market
0.26
$491,700
4
3
2,600
Off Market
0.26
$603,200
4
3
2,468
Off Market
0.25
$342,000
3
2
1,400
Recently Sold
0.28
-
-
-
-
Off Market
0.28
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 355 Shadowbrook 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
1970
Lot Size
1.64 acres
Living Area
2,036 sqft
Price/Sqft
$231
Parking
Garage

About this House

This single-family home is located at 355 Shadowbrook Rd, Winchester, TN. 355 Shadowbrook Rd is in Winchester, TN and in ZIP code 37398. This property has 4 bathrooms and approximately 2,036 sqft of floor space. This property has a lot size of 1.64 acres and was built in 1970.
355 Shadowbrook Rd, Winchester, TN 37398 is a studio, 4 bathroom, 2,036 sqft single-family home built in 1970. It last sold for $161,000 on Dec 2, 1998. It is currently off market. The Trulia Estimate is $469,400, with a rent estimate of $2,727/month.

Home Details for 355 Shadowbrook Rd

Interior Features

Interior Details
Basement
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood
Heating & Cooling
Air Conditioning
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: BrickFoundation Type: Footing
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1970Year Updated: 1975
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 1.64 acres

Price and Tax history

DateEventPrice
Dec 2, 1998
Source: N/A
Sold
$161,000

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
1
MoM

Around this home

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
    "It seems to be a very dog friendly neighborhood. I see people walking their dogs frequently. We don’t have sidewalks everywhere though."
  • Candiemae1987
    "Local shopping events, small businesses, close knit, craft sales, yard sales, trunk or treating, festivals. "
  • 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."
  • 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 "
  • Trulia User
    "ppl walk dogs all the time, little traffic, courteous drivers and slow speeds, beautiful kept yards, "
  • Hnatusko.timothy
    "I’ve lived in the area for most my life and I love it...................... it’s a very pretty neighborhood"
  • 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. "
  • 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. "
  • 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 ."
  • Jimmydonnaanderson
    "Love Rural communities. Love living in the country . pets can run outside and grandkids can play with being told they are to loud "
  • Lindawilliamsnp
    "close to town, yet seems secluded. close to hospital. close to restaurants. city garbage pick up. city sewer/water."
  • Dannielle R.
    "It’s quite it a great community with lots to do and many small businesses that carry great local items. "
  • 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."
  • 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."

LGBTQ Local Legal Protections

Frequently asked questions about 355 Shadowbrook Rd

  • What is 355 Shadowbrook Rd estimated to be worth?
    Trulia's estimated value for 355 Shadowbrook Rd in Winchester, TN is $469,400.
  • What is the price history for 355 Shadowbrook Rd?
    355 Shadowbrook Rd in Winchester, TN last sold for $161,000 in December 1998.
  • 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 355 Shadowbrook Rd have a pool?
    Yes, 355 Shadowbrook Rd in Winchester, TN has a pool.
  • How big is the lot at 355 Shadowbrook Rd?
    The lot at 355 Shadowbrook Rd in Winchester, TN is about 1.6 acres.

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