225 Pendleton St, Winchester, KY 40391
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Property image
OFF MARKET

225 Pendleton St
Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 854 sqft

$134,000

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $855/mo*
Refinance Your Home

$134,000

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $855/mo*
Refinance Your Home
2 Beds
1 Bath
854 sqft

Home Value

Trulia Estimate
$134K
Since last month
Increased$1K (+1.1%)
Since last year
Increased$5K (+4.1%)
Since last sale
Increased$45K (+50.6%)
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 +299% in the last 10 years
MonthEstimated value
2026
August 2026$134K
July 2026$133K
June 2026$133K
May 2026$131K
April 2026$130K
March 2026$127K
February 2026$127K
January 2026$122K
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
0.18
Single-Family Home
$130,000
08/07/26
2
1
886
22 Magnolia St, Winchester, KY
0.16
Single-Family Home
$157,530
07/22/26
2
1
842
146 Cook Ave, Winchester, KY
0.11
Single-Family Home
$156,000
01/16/26
3
1
1,274
107 Sycamore St, Winchester, KY
0.30
Single-Family Home
$85,000
05/22/26
3
1
1,504
25 Oliver St, Winchester, KY
0.61
Single-Family Home
$100,000
08/07/26
3
1
900
233 E Washington St, Winchester, KY
0.52
Single-Family Home
$155,500
04/06/26
2
1
1,088
12 Linden Ave, Winchester, KY
0.18
Single-Family Home
$215,000
04/08/26
3
2
1,050
37 Ashland Ave, Winchester, KY
0.72
Single-Family Home
$139,000
05/29/26
2
1
904
15 Holly Ave, Winchester, KY
0.17
Single-Family Home
$214,900
12/05/25
3
2
1,200
220 Pendleton St, Winchester, KY
0.04
Single-Family Home
$140,000
11/24/25
2
1
902

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
220 Pendleton St, Winchester, KY 40391
0.04
$140,000
2
1
902
Recently Sold
61 Melbourne St, Lexington, KY 40391
0.07
$15,000
-
-
-
Recently Sold
14 Cook Ave, Winchester, KY 40391
0.10
$219,000
3
2
1,261
For Sale
9 Cook Ave, Winchester, KY 40391
0.11
$218,200
3
1
1,200
Off Market
146 Cook Ave, Winchester, KY 40391
0.11
$156,000
3
1
1,274
Recently Sold
22 Magnolia St, Winchester, KY 40391
0.16
$157,530
2
1
842
Recently Sold
174 Cook Ave, Winchester, KY 40391
0.16
$138,000
2
1
986
For Sale
15 Holly Ave, Winchester, KY 40391
0.17
$214,900
3
2
1,200
Recently Sold
12 Linden Ave, Winchester, KY 40391
0.18
$215,000
3
2
1,050
Recently Sold
9 Linden Ave, Winchester, KY 40391
0.18
$130,000
2
1
886
Recently Sold
265 N Main St, Winchester, KY 40391
0.18
-
-
-
-
Off Market
614 N Main St, Winchester, KY 40391
0.18
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 225 Pendleton St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1945
Living Area
854 sqft
Price/Sqft
$157
Parking
Garage

About this House

This charming cottage sitting just north of historic downtown Winchester is going to make someone VERY happy! And YES, it will easily pass FHA and VA lending requirements. No problem whatsoever!! Just about everything is brand spankin' new in this recently renovated home. Let's start at the top and work our way down: NEW roof, NEW gutters, NEW windows, NEW paint (100% inside and out), NEW carpeting/laminate, NEW electric, NEW plumbing, NEW appliances including NEW toilet and shower in bath, NEW water heater, and NEW doors for the bedrooms and bath. I have probably missed something, so why not come on over and check it out! As you know, the market is absolutely crazy right now, so you better hurry on this one!! Call your agent today to make a showing appointment to see this beautiful home!
225 Pendleton St, Winchester, KY 40391 is a 2 bedroom, 1 bathroom, 854 sqft single-family home built in 1945. It last sold for $89,000 on Oct 8, 2021. It is currently off market. The Trulia Estimate is $134,000, with a rent estimate of $1,211/month.

Home Details for 225 Pendleton St

Interior Features

Heating & Cooling
Heating: Heat Pump, ElectricHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Laminate
Interior Details
Number of Rooms: 5
Appliances & Utilities
Refrigerator

Exterior Features

Exterior Home Features
Roof: CompositionExterior: OtherFoundation Type: Concrete Block
Parking & Garage
GarageParking: Garage Detached

Property Information

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

Lot Information

Lot Area: 4356 sqft

Price and Tax history

DateEventPrice
Oct 12, 2021
Source: Imagine MLS #20109938
Pending
$89,900
Oct 8, 2021
Source: Imagine MLS #20109938
Sold
$89,000
Aug 15, 2021
Source: Imagine MLS #20109938
PriceChange
$89,900
Price decreased by 3%
Jun 26, 2021
Source: Imagine MLS #20109938
PendingToActive
$92,500
Jun 7, 2021
Source: Imagine MLS #20109938
Pending
$92,500

Market trends in Winchester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$255K
$15.67KMoM
Sale-to-List Price
98.8%
0.3%MoM
Price per sq ft
$165
$9MoM
Available listings
161
3MoM

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
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  • Cristy J.
    "very safe and friendly area, no through traffic. walk to elementary and secondary school"
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 225 Pendleton St

  • What is 225 Pendleton St estimated to be worth?
    Trulia's estimated value for 225 Pendleton St in Winchester, KY is $134,000.
  • What is the price history for 225 Pendleton St?
    225 Pendleton St in Winchester, KY last sold for $89,000 in October 2021.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winchester?
    The median sale price in Winchester is $255K. That is up $15.67K from the prior month.
  • How big is the lot at 225 Pendleton St?
    The lot at 225 Pendleton St in Winchester, KY is about 0.10 acres (4,356 sq ft).
  • Does 225 Pendleton St have a garage?
    Yes, 225 Pendleton St in Winchester, KY has a garage.

Explore by feature - Pet Friendly

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