238 Pendleton St, Winchester, KY 40391
OFF MARKET

$66,200

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 747 sqft

238 Pendleton St, Winchester, KY 40391

Est. Refi. Payment $467/mo*
Refinance Your Home
Currently Off Market - Sold Jun 9, 2006 for $53,000

Home Value

Trulia Estimate
$66.2K
Since last month
Increased$2K (+3.1%)
Since last year
Decreased$11K (-14.4%)
Since last sale
Increased$13K (+24.5%)
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 +29% in the last 10 years
MonthEstimated value
2026
November 2026$66K
October 2026$64K
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
9 Linden Ave, Winchester, KY
0.13
Single-Family Home
$130,000
08/07/26
2
1
886
22 Magnolia St, Winchester, KY
0.14
Single-Family Home
$157,530
07/22/26
2
1
842
5 Almond St, Winchester, KY
0.41
Single-Family Home
$27,892
09/02/26
2
1
792
107 Sycamore St, Winchester, KY
0.26
Single-Family Home
$85,000
05/22/26
3
1
1,504
146 Cook Ave, Winchester, KY
0.16
Single-Family Home
$156,000
01/16/26
3
1
1,274
101 Holly Ave, Winchester, KY
0.21
Single-Family Home
$25,000
10/19/26
3
1
1,686
76 Clay St, Winchester, KY
0.10
Single-Family Home
$175,000
08/27/26
3
2
1,176
12 Linden Ave, Winchester, KY
0.14
Single-Family Home
$215,000
04/08/26
3
2
1,050
25 Oliver St, Winchester, KY
0.63
Single-Family Home
$100,000
08/07/26
3
1
900
233 E Washington St, Winchester, KY
0.57
Single-Family Home
$155,500
04/06/26
2
1
1,088

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
241 Pendleton St, Winchester, KY 40391
0.01
-
Studio
-
-
Off Market
240 Pendleton St, Winchester, KY 40391
0.01
-
3
1
1,150
Off Market
236 Pendleton St, Winchester, KY 40391
0.01
$101,700
2
1
1,098
Off Market
243 Pendleton St, Winchester, KY 40391
0.02
-
Studio
-
-
Off Market
242 Pendleton St, Winchester, KY 40391
0.02
$124,000
2
1
768
Off Market
234 Pendleton St, Winchester, KY 40391
0.02
$154,300
2
1
943
Off Market
237 Pendleton St, Winchester, KY 40391
0.03
$108,100
2
1
2,989
Off Market
230 Pendleton St, Winchester, KY 40391
0.03
-
Studio
-
-
Off Market
37 Sterling St, Winchester, KY 40391
0.03
$173,000
3
1
936
Off Market
235 Pendleton St, Winchester, KY 40391
0.03
$123,500
3
1
1,708
Off Market
100 Pepper Aly, Winchester, KY 40391
0.03
$63,300
2
1
728
Off Market
239 Pendleton St, Winchester, KY 40391
0.04
$152,600
3
1
1,504
Off Market
226 Pendleton St, Winchester, KY 40391
0.04
$195,100
3
1.5
1,680
Off Market
231 Pendleton St, Winchester, KY 40391
0.04
$30,000
Studio
-
-
Recently Sold
104 Sterling St, Winchester, KY 40391
0.04
$78,000
3
1
864
Off Market
51 Sterling St, Winchester, KY 40391
0.04
-
Studio
-
-
Off Market
51 Sterling St, Winchester, KY 40391
0.04
-
Studio
-
-
Off Market
229 Pendleton St, Winchester, KY 40391
0.04
$115,700
3
1
1,341
Off Market
220 Pendleton St, Winchester, KY 40391
0.05
$142,600
2
1
902
Off Market
225 Pendleton St, Winchester, KY 40391
0.05
$129,700
2
1
854
Off Market

Local Information

  • Map ViewExplore the area around 238 Pendleton St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1945
747 sqft
$89/sqft

About this House

This single-family home is located at 238 Pendleton St, Winchester, KY. 238 Pendleton St is in Winchester, KY and in ZIP code 40391. This property has 2 bedrooms, 1 bathroom and approximately 747 sqft of floor space. This property has a lot size of 4791 sqft and was built in 1945.
238 Pendleton St, Winchester, KY 40391 is a 2 bedroom, 1 bathroom, 747 sqft single-family home built in 1945. It last sold for $53,000 on Jun 9, 2006. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $66,200, with a rent estimate of $1,171/month.

Home Details for 238 Pendleton St

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5

Exterior Features

Exterior Home Features
Roof: CompositionExterior: OtherFoundation Type: Concrete Block

Property Information

Year Built
Year Built: 1945
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 4791 sqft

Price and Tax history

DateEventPrice
Jun 9, 2006
Source: N/A
Sold
$53,000

Market trends in Winchester

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$278K
$8.5KMoM
Sale-to-List Price
98.6%
0.8%MoM
Price per sq ft
$165
$1MoM
Available listings
155
4MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Winchester

At least 181 Trulia users voted on each feature.

  • 89 % Say car is needed

  • 87 % Say yards are well-kept

  • 85 % Say parking is easy

  • 77 % Say it's dog friendly

  • 73 % Say kids play outside

  • 68 % Say there's holiday spirit

  • 61 % Say there are sidewalks

  • 57 % Say it's quiet

  • 53 % Say neighbors are friendly

  • 53 % Say people would walk alone at night

  • 48 % Say they plan to stay for at least 5 years

  • 44 % Say there's wildlife

  • 39 % Say streets are well-lit

  • 26 % Say it's walkable to restaurants

  • 24 % Say it's walkable to grocery stores

  • 22 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Dustin Conner
    "Rock the block events pride events Christmas parades Halloween parades beer cheese festival concerts 4th of July events free ice cream cone day"
    0
    Flag
  • Jdhurley12
    "Seems safe so far. Halloween is very popular in this neighborhood. I would recommend others to live here."
    0
    Flag
  • Kimberly Sparks
    "I was raised here. It’s always been my home and I’m trying to make it my kids home as well. I’m just trying "
    0
    Flag
  • Ccharles
    "Where I live, there are lots of space for dogs to roam and run to get their energy out. Coyotes do inhabit the area so just be mindful when your dogs are outside. "
    2
    Flag
  • Clarissa R. C.
    "Beer cheese festival is the best and The brewery is awesome. Lumas is cool too. It’s a great place to live and feel safe "
    0
    Flag
  • Joyce S.
    "Great neighborhood for walking dogs. Plenty of room to walk and areas are easy to pick up waste. Neighbors are friendly for people and pets "
    8
    Flag
  • Joyce S.
    "Great neighborhood that looks out for each other and sits on the Golf Course. Very clean, quiet neighborhood"
    5
    Flag
  • Karen K.
    "Community yard sales, lots of children and the parents watch out for each other’s children. Schools are very good. "
    2
    Flag
  • Alishacorley23
    "downtown is kind of shady but I'm from here so I know alot of people. and its cute and historic thank you."
    4
    Flag
  • Garrison9908
    "We Have a neighborhood association with a dedicated group of families that live in the area and are personally involved and educated on issues surrounding them."
    0
    Flag
  • Awallace08
    "Quiet neighborhood close to schools and shopping. Low crime area, low traffic area, properties are kept cut and clean "
    1
    Flag
  • Barb H.
    "My neighborhood is an excellent place to call home. I always see people out walking their dogs. The neighbors are friendly. "
    0
    Flag
  • Garrison9908
    "My neighborhood is a neighborhood of avid boaters and fisherman who like to live near the Kentucky River. There are a few clubs that people gather together for as well as a couple of local restaurants that are hang outs. "
    0
    Flag
  • Garrison9908
    "I’ve lived in this neighborhood for over 30 years. It is a close knit community with individuals residing here that love nature, love the Kentucky River, and all things outdoors."
    0
    Flag
  • Bridgetgwyn27
    "I travel over 25 miles a day to the next county. Can be busy especially during the 5’ o’clock hour. "
    1
    Flag
  • StephanieD
    "This is a beautiful neighborhood. On the forth of July you can sit on your deck or porch and watch the most spectacular fire work shows. It is an easy picturesque drive to Hamburg or Richmond and a quick five minute jaunt if you need a gallon of milk. Everybody I met is polite and courteous and it is very dog friendly- I once had a neighbor on another street put water out for the dogs walking by his house to drink. I wouldn't want to live anywhere else."
    1
    Flag
  • Barbara.smith13
    "There’s a pit bull that lives on east broadway that has tried to kill my dog on more than 1 occasion. I called the cops the first They did Nothing bout the attack. Put the Pitt back in his lot hooked him bk up to the car chain he was attached too!!! "
    0
    Flag
  • Barbarataulbee
    "I live here. The neighbors a great. It’s also very dog and cat friendly. Every body helps each other that lives here. They also watch out for each other. There’s never any crime in out neighborhood. "
    0
    Flag
  • Barbarataulbee
    "They would love to live here cause people watch out for each other and their doggie. Dogs are very safe in our neighborhood. "
    0
    Flag
  • Shelby G.
    "lots of street dances, 3 festivals, many community events put on by the local churches. Christmas and homecoming parades are themed, downtown does a "trick or treat on main" which is also where the street dances and beer cheese festival are."
    0
    Flag
  • Townsend m.
    "you will see dogs and their owners walking all the time in colonial park. it is a very quiet neighborhood. everyone is very nice and sweet all the kids do fundraisers for school and everyone participates."
    4
    Flag
  • Dana B.
    "Some areas are great for walking or biking but a car is needed in most areas. The traffic and commute are generally worry free. "
    0
    Flag
  • Ragan
    "Many opportunities for community involvement. Very interstate accessible so a short trip to many major cities and a lot of outdoor recreation spots. "
    0
    Flag
  • Heatherbcass
    "I have lived in my current residence for 3 years and my neighbors are like family and we all have a babysitter anytime we need one!!"
    0
    Flag
  • Cristy J.
    "very safe and friendly area, no through traffic. walk to elementary and secondary school"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 238 Pendleton St

  • What is 238 Pendleton St estimated to be worth?
    Trulia's estimated value for 238 Pendleton St in Winchester, KY is $66,200.
  • What is the price history for 238 Pendleton St?
    238 Pendleton St in Winchester, KY last sold for $53,000 in June 2006.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Winchester?
    The median sale price in Winchester is $278K. That is up $8.5K from the prior month.
  • How big is the lot at 238 Pendleton St?
    The lot at 238 Pendleton St in Winchester, KY is about 0.11 acres (4,791 sq ft).

Explore by feature - Pet Friendly

11 pet-friendly rentals in Winchester, KY

Explore by feature - Garage

Explore by feature - Air Conditioning

14 rentals with air conditioning in Winchester, KY

Explore by feature - Washer/dryer

12 rentals with a washer/dryer in Winchester, KY

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 238 Pendleton St

Skip to last item
Skip to first item

Homes for sale near 238 Pendleton St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item