239 E Broadway St, Winchester, KY 40391
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Property image
OFF MARKET

239 E Broadway St
Winchester, KY 40391

  • 4 Beds
  • 2 Baths
  • 2,788 sqft (on 0.50 acres)

$259,200

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $1,540/mo*
Refinance Your Home

$259,200

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $1,540/mo*
Refinance Your Home
4 Beds
2 Baths
2,788 sqft
(on 0.50 acres)

Local Information

  • Map ViewExplore the area around 239 E Broadway St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Classic character & charm! Beautiful hard wood floors. First floor has large living room, dining room, kitchen and breakfast room. There is also a wonderful room that could be a den, library or office and a half bath. There are a couple of original light fixtures in the dining room and foyer. Also a lovely sun room. The second floor has a full bath and three spacious bed rooms, one with a cedar closet. And an enclosed sleeping porch. Third floor attic has been turned into one large open room with a walk in closet. The laundry is in the basement with a half bath, and is partially finished. Enjoy the back porch and the half acre lot within walking distance of Shearer School.
239 E Broadway St, Winchester, KY 40391 is a 4 bedroom, 3 bathroom, 2,788 sqft single-family home built in 1935. It last sold for $119,900 on Jan 17, 2019. It is currently off market. The Trulia Estimate is $259,200, with a rent estimate of $2,319/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 239 E Broadway St

Interior Features

Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Interior Details
Number of Rooms: 10Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

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

Property Information

Year Built
Year Built: 1935
Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.50 acres

Price History for 239 E Broadway St

DatePriceEventSource
01/17/2019$119,900Sold
Imagine MLS #1823314
11/01/2018$119,900PendingAgent Provided
10/11/2018$119,900PriceChange
Agent Provided
07/17/2018$139,000PriceChange
Agent Provided
05/28/2018$135,000PendingAgent Provided
05/22/2018$135,000Listed For SaleAgent Provided

Market trends in Winchester

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$247K
$3.88KMoM
Sale-to-List Price
98.7%
Price per sq ft
$153
$2MoM
Available listings
153
9MoM
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Property Tax and Assessment

Year2024
Tax$1,199
Assessment$119,900
Home facts updated by county records

Comparable Sales for 239 E Broadway St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27 Ashland Ave, Winchester, KY
0.27
Single-Family Home
$188,000
01/29/26
3
2
1,653
34 Franklin Ave, Winchester, KY
0.16
Single-Family Home
$130,000
10/01/25
3
2
1,471
205 E Washington St, Winchester, KY
0.16
Single-Family Home
$110,000
01/23/26
4
2.5
2,131
426 E Broadway St, Winchester, KY
0.34
Single-Family Home
$285,000
06/12/26
5
2
1,838
47 Buckner St, Winchester, KY
0.22
Single-Family Home
$165,000
04/30/26
3
2
1,635
357 E Washington St, Winchester, KY
0.22
Single-Family Home
$189,900
03/16/26
3
2
1,328
31 Vine St, Winchester, KY
0.12
Single-Family Home
$186,500
12/08/25
3
1
1,443
363 S Main St, Winchester, KY
0.73
Single-Family Home
$253,000
06/12/26
3
2
2,142
21 Kentucky St, Winchester, KY
0.34
Single-Family Home
$219,900
05/28/26
3
2
1,340
214 College St, Winchester, KY
0.78
Single-Family Home
$154,000
07/10/25
4
2
2,629

Nearby homes

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Assigned Schools

These are the assigned schools for 239 E Broadway 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
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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!!! "
    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
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Homes for sale near 239 E Broadway St

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Off Market Homes Near 239 E Broadway St

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