225 Pendleton St, Winchester, KY 40391
OFF MARKET

225 Pendleton St
Winchester, KY 40391

  • 2 Beds
  • 1 Bath
  • 854 sqft

$129,900

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $816/mo*

$129,900

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $816/mo*
2 Beds
1 Bath
854 sqft

Local Information

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

Description

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!
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 only
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 225 Pendleton St

DatePriceEventSource
10/12/2021$89,900PendingImagine MLS #20109938
10/08/2021$89,000Sold
Imagine MLS #20109938
08/15/2021$89,900PriceChange
Imagine MLS #20109938
06/26/2021$92,500PendingToActiveImagine MLS #20109938
06/07/2021$92,500PendingImagine MLS #20109938
06/06/2021$92,500PriceChange
Imagine MLS #20109938
05/26/2021$97,500Listed For SaleImagine MLS #20109938
07/12/2018$66,860Sold
Imagine MLS #1809076
06/08/2018$62,500PendingAgent Provided
06/08/2018$62,500Listed For SaleAgent Provided
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Property Tax and Assessment

Year2024
Tax$890
Assessment$89,000
Home facts updated by county records

Comparable Sales for 225 Pendleton St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.25
Single-Family Home
$88,500
08/08/25
3
1
1,144
0.11
Single-Family Home
$156,000
01/16/26
3
1
1,274
0.40
Single-Family Home
$129,900
07/31/25
2
1
858
0.31
Single-Family Home
$76,797
05/30/25
3
1.5
880
0.52
Single-Family Home
$155,500
04/06/26
2
1
1,088
0.18
Single-Family Home
$215,000
04/08/26
3
2
1,050
0.61
Single-Family Home
$99,000
06/17/25
2
2
1,242
0.17
Single-Family Home
$214,900
12/05/25
3
2
1,200
0.78
Single-Family Home
$50,000
07/18/25
2
1
869
0.72
Single-Family Home
$65,000
06/03/25
2
1
1,468

Nearby homes

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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.
  • Jdhurley12
    "Seems safe so far. Halloween is very popular in this neighborhood. I would recommend others to live here."
  • 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 "
  • 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. "
  • 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 "
  • 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 "
  • Joyce S.
    "Great neighborhood that looks out for each other and sits on the Golf Course. Very clean, quiet neighborhood"
  • Karen K.
    "Community yard sales, lots of children and the parents watch out for each other’s children. Schools are very good. "
  • Alishacorley23
    "downtown is kind of shady but I'm from here so I know alot of people. and its cute and historic thank you."
  • 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."
  • Awallace08
    "Quiet neighborhood close to schools and shopping. Low crime area, low traffic area, properties are kept cut and clean "
  • Barb H.
    "My neighborhood is an excellent place to call home. I always see people out walking their dogs. The neighbors are friendly. "
  • 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. "
  • 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."
  • Bridgetgwyn27
    "I travel over 25 miles a day to the next county. Can be busy especially during the 5’ o’clock hour. "
  • 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."
  • 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!!! "
  • 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. "
  • Barbarataulbee
    "They would love to live here cause people watch out for each other and their doggie. Dogs are very safe in our neighborhood. "
  • 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."
  • 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."
  • 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. "
  • Ragan
    "Many opportunities for community involvement. Very interstate accessible so a short trip to many major cities and a lot of outdoor recreation spots. "
  • 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!!"
  • Cristy J.
    "very safe and friendly area, no through traffic. walk to elementary and secondary school"

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225 Pendleton St, Winchester, KY 40391 is a 2 bedroom, 1 bathroom, 854 sqft single-family home built in 1945. This property is not currently available for sale. 225 Pendleton St was last sold on Oct 8, 2021 for $89,000. The current Trulia Estimate for 225 Pendleton St is $129,900.