103 E Hickman St, Winchester, KY 40391
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Property image
OFF MARKET

103 E Hickman St
Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 2,220 sqft

$184,700

Trulia Estimate
as of Aug 4, 2026

$184,700

Trulia Estimate
as of Aug 4, 2026
3 Beds
1 Bath
2,220 sqft

Local Information

  • Map ViewExplore the area around 103 E Hickman St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1940
Living Area
2,220 sqft
Price/Sqft
$83

About this House

Investors take notice. This home has had a lot of work done to it, and just needs a little more to be completed. New vinyl, new windows, new paint, and some new flooring. The upstairs unit has three bedrooms and one bath. The downstairs unit has two bedrooms and one bath. Please take a look at the pictures and consider the income return on your investment. Owner could potentially live in one unit and rent out the other. This home offers lots of opportunity! Selling as is with all inspections welcome. Square footage to be verified by buyer.
103 E Hickman St, Winchester, KY 40391 is a 3 bedroom, 1 bathroom, 2,220 sqft multi-family built in 1940. It last sold for $84,000 on Oct 15, 2018. It is currently off market. The Trulia Estimate is $184,700, with a rent estimate of $1,043/month.

Home Details for 103 E Hickman St

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Linoleum Vinyl
Interior Details
Number of Rooms: 13

Exterior Features

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

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 2613 sqft

Price History for 103 E Hickman St

DatePriceEventSource
10/15/2018$84,000Sold
Imagine MLS #1817894
08/19/2018$87,000PendingAgent Provided
06/30/2018$87,000PriceChange
Agent Provided
05/30/2018$87,500Listed For SaleAgent Provided
07/19/1999$62,000Sold
Imagine MLS #9900783

Market trends in Winchester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$239K
$7.67KMoM
Sale-to-List Price
99.1%
0.4%MoM
Price per sq ft
$156
$2MoM
Available listings
163
10MoM
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Property Tax and Assessment

Year2024
Tax$840
Assessment$84,000
Home facts updated by county records

Comparable Sales for 103 E Hickman St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
217 S Highland St, Winchester, KY
0.05
Multi-Family Home
$180,000
07/02/26
4
2
2,683
146 W Lexington Ave, Winchester, KY
0.33
Multi-Family Home
$267,000
03/24/26
8
3
3,393
297 S Main St, Winchester, KY
0.27
Multi-Family Home
$325,000
04/09/26
6
4
3,544
321 S Maple St, Winchester, KY
0.23
Multi-Family Home
$270,000
10/14/25
6
4
4,490
101 S Burns Ave, Winchester, KY
0.35
Multi-Family Home
$580,000
06/08/26
8
4
1,296
101 S Burns Avenue #1,2,3,4, Winchester, KY
0.35
Multi-Family Home
$580,000
05/29/26
8
4
5,046
17 W Lexington Ave, Winchester, KY
0.19
Multi-Family Home
$355,000
07/06/26
8
8
4,000
23 1/2 Wheeler St, Winchester, KY
0.53
Multi-Family Home
$347,000
01/05/26
8
4
3,706
149 Winn Ave, Lexington, KY
0.63
Multi-Family Home
$277,000
03/25/26
12
4
4,010
144 Holly Ave, Winchester, KY
0.82
Multi-Family Home
$260,000
06/09/26
8
5
3,637

Nearby homes

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Assigned Schools

These are the assigned schools for 103 E Hickman St.
View nearby schools on GreatSchools
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 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
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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. "
    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
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19 pet-friendly rentals in Winchester, KY

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Homes for sale near 103 E Hickman St

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Off Market Homes Near 103 E Hickman St

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