16 Pendleton St, Winchester, KY 40391
OFF MARKET

16 Pendleton St
Winchester, KY 40391

  • Studio
Studio

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
146 Cook Ave, Winchester, KY
0.22
Single-Family Home
$156,000
01/16/26
3
1
1,274
205 E Washington St, Winchester, KY
0.25
Single-Family Home
$110,000
01/23/26
4
2.5
2,131
120 Jackson St, Winchester, KY
0.29
Single-Family Home
$255,000
01/22/26
3
2.5
1,342
31 Vine St, Winchester, KY
0.30
Single-Family Home
$186,500
12/08/25
3
1
1,443
15 Holly Ave, Winchester, KY
0.28
Single-Family Home
$214,900
12/05/25
3
2
1,200
231 Pendleton St, Winchester, KY
0.28
Single-Family Home
$30,000
01/16/26
-
-
22 Magnolia St, Winchester, KY
0.31
Single-Family Home
$157,530
07/22/26
2
1
842
233 E Washington St, Winchester, KY
0.30
Single-Family Home
$155,500
04/06/26
2
1
1,088
220 Pendleton St, Winchester, KY
0.26
Single-Family Home
$140,000
11/24/25
2
1
902
12 Linden Ave, Winchester, KY
0.37
Single-Family Home
$215,000
04/08/26
3
2
1,050

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
54 Winn Ave, Winchester, KY 40391
0.04
$203,500
5
2
1,530
Off Market
33-41 Winn Ave, Winchester, KY 40391
0.08
$490,000
-
-
-
For Sale
149 Winn Ave, Lexington, KY 40391
0.12
$277,000
12
4
4,010
Recently Sold
151 Winn Ave, Winchester, KY 40391
0.13
$270,200
Studio
-
-
Off Market
151 Winn Ave #151, Winchester, KY 40391
0.13
$317,500
6
4
3,024
Off Market
265 N Main St, Winchester, KY 40391
0.15
-
-
-
-
Off Market
167 E Washington St, Winchester, KY 40391
0.23
$228,400
3
2
1,763
Off Market
205 E Washington St, Winchester, KY 40391
0.25
$110,000
4
2.5
2,131
Recently Sold
307 Jackson St, Winchester, KY 40391
0.25
$84,000
2
1
1,629
Off Market
146 Cook Ave, Winchester, KY 40391
0.22
$156,000
3
1
1,274
Recently Sold
14 Cook Ave, Winchester, KY 40391
0.20
$219,000
3
2
1,261
For Sale
217 E Washington St, Lexington, KY 40391
0.27
$264,000
4
3
2,183
Off Market

Local Information

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Home Highlights

Property Type
Single-Family Home

About this House

This single-family home is located at 16 Pendleton St, Winchester, KY. 16 Pendleton St is in Winchester, KY and in ZIP code 40391. This property has a lot size of 6534 sqft.
16 Pendleton St, Winchester, KY 40391 is a studio single-family home. It is currently off market. The Trulia Estimate rent is $1,423/month.

Home Details for 16 Pendleton St

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 6534 sqft

Price and Tax history

YearProperty taxTax assessment
2024
$254
$25,400
Home facts updated by county records

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
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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"
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  • Jdhurley12
    "Seems safe so far. Halloween is very popular in this neighborhood. I would recommend others to live here."
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  • 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 "
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  • 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
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  • 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 "
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  • 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."
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  • 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. "
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  • 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. "
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  • 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."
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  • Bridgetgwyn27
    "I travel over 25 miles a day to the next county. Can be busy especially during the 5’ o’clock hour. "
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  • 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."
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  • 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!!! "
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  • 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. "
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  • Barbarataulbee
    "They would love to live here cause people watch out for each other and their doggie. Dogs are very safe in our neighborhood. "
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  • 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."
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  • 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. "
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  • Ragan
    "Many opportunities for community involvement. Very interstate accessible so a short trip to many major cities and a lot of outdoor recreation spots. "
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  • 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"
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Apartments for Rent

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Explore by feature - Pet Friendly

10 pet-friendly rentals in Winchester, KY

Explore by feature - Air Conditioning

14 rentals with air conditioning in Winchester, KY

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Winchester, KY

Explore by feature - Outdoor Space

Homes for sale near 16 Pendleton St

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Off Market Homes Near 16 Pendleton St

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Frequently asked questions about 16 Pendleton St

  • 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.
  • What do residents say about Winchester?
    Residents describe Winchester, KY as well-kept, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Winchester, KY.
  • What are the closest schools to 16 Pendleton St?
    The closest schools to 16 Pendleton St in Winchester, KY are Conkwright Elementary School (rated 4/10), George Rogers Clark High School (rated 5/10), Rev. Henry E. Baker Sr. Interm. School (Elementary, rated 5/10).
  • How big is the lot at 16 Pendleton St?
    The lot at 16 Pendleton St in Winchester, KY is about 0.15 acres (6,534 sq ft).