32 Jackson St, Winchester, KY 40391
Property image
Property image
FOR SALE

32 Jackson St
Winchester, KY 40391

  • 3 Beds
  • 1 Bath
  • 1,152 sqft

$209,000

$209,000

3 Beds
1 Bath
1,152 sqft

Home Highlights

Parking
Garage
Climate Control
Heating & Cooling
Price/Sqft
$181
Listed
5 days ago

Local Information

  • Map ViewExplore the area around 32 Jackson St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

This beautiful home is located just minutes from historic downtown Winchester. It has 3 spacious bedrooms and 1 full bath. The home has a new roof. When you walk out back you will find an oversized garage. The huge backyard is all fenced in. Make an appointment to tour this one before it's gone.

Home Details for 32 Jackson St

Interior Features

Interior Details
Number of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Kitchen, Living Room, Utility Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1152 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer ConnectedAppliances: Dishwasher, Refrigerator, CooktopDishwasherLaundry: Electric Dryer HookupRefrigerator
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central Air,GasHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: BlindsFlooring: Hardwood
Levels, Entrance, & Accessibility
Levels: OneFloors: Hardwood

Exterior Features

Exterior Home Features
Roof: ShingleFencing: Chain LinkFoundation: BlockNo Private Pool
Parking & Garage
No CarportHas a GarageNo Attached GarageHas Open ParkingParking: Detached Garage,Driveway
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses
Finished Area
Finished Area (above surface): 1152 Square Feet

Days on Market

Days on Market: 5

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingDoes Not Include Home Warranty
Property Information
Parcel Number: 054302000900

Price & Status

Price
List Price: $209,000Price Per Sqft: $181
Status Change & Dates
Possession Timing: Close Of Escrow

Active Status

MLS Status: Active

Location

Direction & Address
City: Winchester
School Information
Elementary School: ShearerJr High / Middle School: Conkwright(Legacy)High School: GRCHigh School District: Clark County - 7

Agent Information

Listing Agent
Listing ID: 26020135

Building

Building Area
Building Area: 1152 Square Feet

HOA

No HOA

Lot Information

Lot Area: 7840.8 sqft

Miscellaneous

Mls Number: 26020135Above Grade Unfinished Area: 1152
Last check for updates: about 8 hours ago
Listing courtesy of Dale Hatton, (859) 556-0330
Dream Maker Realty, LLC
Source: Imagine MLS, MLS#26020135
Also Listed on Imagine MLS.

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

Price History for 32 Jackson St

DatePriceEventSource
07/28/2026$209,000Listed For SaleImagine MLS #26020135
09/21/2004$53,000Sold
N/A

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Property Tax and Assessment

Year2024
Tax$204
Assessment$66,700
Home facts updated by county records

Comparable Sales for 32 Jackson St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
233 E Washington St, Winchester, KY
0.07
Single-Family Home
$155,500
04/06/26
2
1
1,088
31 Vine St, Winchester, KY
0.10
Single-Family Home
$186,500
12/08/25
3
1
1,443
371 E Washington St, Winchester, KY
0.22
Single-Family Home
$178,500
07/10/26
3
1
1,198
37 Ashland Ave, Winchester, KY
0.26
Single-Family Home
$139,000
05/29/26
2
1
904
357 E Washington St, Winchester, KY
0.19
Single-Family Home
$189,900
03/16/26
3
2
1,328
146 Cook Ave, Winchester, KY
0.50
Single-Family Home
$156,000
01/16/26
3
1
1,274

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 32 Jackson 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
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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. "
    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
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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"
    0
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LGBTQ Local Legal Protections

Dale Hatton, Dream Maker Realty, LLC
Agent Phone: (859) 556-0330
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
32 Jackson St, Winchester, KY 40391 is a 3 bedroom, 1 bathroom, 1,152 sqft single-family home built in 1940. This property is currently available for sale and was listed by Imagine MLS on Jul 28, 2026. The MLS # for this home is MLS# 26020135.