307 Wayside Ct, Winchester, KY 40391
Property image
Property image
OFF MARKET

$284,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,486 sqft (on 0.55 acres)

307 Wayside Ct, Winchester, KY 40391

Est. Refi. Payment $1,773/mo*
Refinance Your Home
Currently Off Market - Sold Jan 18, 2024 for $250,000

Home Value

Trulia Estimate
$285K
Since last month
Increased$400 (+0.1%)
Since last year
Increased$10K (+3.7%)
Since last sale
Increased$35K (+13.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +91% in the last 10 years
MonthEstimated value
2026
September 2026$285K
August 2026$284K
July 2026$284K
June 2026$287K
May 2026$286K
April 2026$287K
March 2026$278K
February 2026$276K
January 2026$272K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
729 Wayland Dr, Winchester, KY
0.13
Single-Family Home
$288,500
02/24/26
3
2
1,966
13 Robyn Dr, Winchester, KY
0.66
Single-Family Home
$300,000
12/09/25
3
2
1,844
216 Robyn Dr, Winchester, KY
0.62
Single-Family Home
$245,000
08/31/26
3
2
1,988
646 Laura Dr, Winchester, KY
0.69
Single-Family Home
$249,000
04/01/26
3
2
1,534
504 Harvard Dr, Winchester, KY
0.68
Single-Family Home
$255,000
05/14/26
4
2
1,739
122 Leann Ln, Winchester, KY
2.11
Single-Family Home
$379,000
12/22/25
4
2.5
2,587

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
752 Wayland Dr, Winchester, KY 40391
0.05
$248,800
4
2
2,472
Off Market
306 Wayside Ct, Winchester, KY 40391
0.09
$290,900
4
2.5
1,883
Off Market
609 Clintonville Rd, Winchester, KY 40391
0.10
$277,200
3
1.5
1,305
Off Market
759 Wayland Dr, Winchester, KY 40391
0.11
$288,800
3
1.5
1,400
Off Market
729 Wayland Dr, Winchester, KY 40391
0.13
$288,500
3
2
1,966
Recently Sold
2005 Hancock Valley Dr, Winchester, KY 40391
0.27
$682,600
4
3.5
4,460
Off Market
209 Robyn Dr, Winchester, KY 40391
0.59
$298,900
3
2.5
1,825
Off Market
417 Mount Vernon Dr, Winchester, KY 40391
0.61
$145,000
3
2
1,300
Recently Sold
216 Robyn Dr, Winchester, KY 40391
0.62
$245,000
3
2
1,988
Recently Sold
404 Mount Vernon Dr, Winchester, KY 40391
0.64
$124,000
2
2
1,360
For Sale
602 Laura Dr, Winchester, KY 40391
0.64
$298,100
3
2.5
1,690
Off Market

Local Information

  • Map ViewExplore the area around 307 Wayside Ct.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1978
0.55 acre lot
1,486 sqft
$191/sqft
Garage

About this House

What's unique:Separate family roomHardwood floorsGreat roomTile throughout
This lovely brick ranch home is conveniently located between Winchester and Lexington on Hwy 60 in a quiet and friendly neighborhood. With 3 beds and 2 full baths, hardwood floors and tile throughout, and a great room plus a separate family room, this home is perfect for a growing family. Situated on a spacious 1/2+ acre lot with a fenced back yard and a detached, two car garage, This home offers plenty of space for pets, storage, and comfortable living. Schedule your private showing today! (Fountain in front does not covey)
307 Wayside Ct, Winchester, KY 40391 is a 3 bedroom, 2 bathroom, 1,486 sqft single-family home built in 1978. It last sold for $250,000 on Jan 18, 2024 (4% below the $259,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $284,500, with a rent estimate of $1,647/month.
Last check for updates: about 8 hours ago
Listed by Greg E Wood, (859) 744-3766
Freedom Realty & Property Management
Joshua Wood, (859) 749-6293
Freedom Realty & Property Management
Bought with: Peter M doCouto, (859) 509-0051, Plum Tree Realty
Source: Imagine MLS, MLS#23022282

Home Details for 307 Wayside Ct

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 1, Bedroom 2, Bathroom 1, Bathroom 2, Family Room, Great Room, Kitchen, Utility Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1486 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Water ConnectedAppliances: Dishwasher, Microwave, RangeDishwasherLaundry: Electric Dryer Hookup,Main Level,Washer HookupMicrowave
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: ElectricHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: Blower Fan, Great Room, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: BlindsFlooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Levels: OneFloors: Hardwood, Tile
View
Has a ViewView: Neighborhood

Exterior Features

Exterior Home Features
Roof: MetalPatio / Porch: Patio, PorchFencing: Chain LinkOther Structures: Shed(s)Foundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Detached Garage,Driveway,Off Street,Garage Faces Front
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1486 Square Feet

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Ranch
Building
Construction Materials: Brick VeneerNot a New Construction
Property Information
Parcel Number: 021100201000

Price & Status

Price
List Price: $259,900
Status Change & Dates
Off Market Date: Sat Dec 02 2023Possession Timing: Close Of Escrow

Active Status

MLS Status: Closed

Location

Direction & Address
City: WinchesterCommunity: Wayland Heights
School Information
Elementary School: Strode StationJr High / Middle School: Robert CampbellHigh School: GRCHigh School District: Clark County - 7

Building

Building Area
Building Area: 1486 Square Feet

Lot Information

Lot Area: 0.55 acres

Miscellaneous

Mls Number: 23022282Above Grade Unfinished Area: 1486

Price and Tax history

DateEventPrice
Jan 18, 2024
Source: Imagine MLS #23022282
Sold
$250,000
Dec 27, 2023
Source: Imagine MLS #23022282
Pending
$259,900
Dec 2, 2023
Source: Imagine MLS #23022282
Contingent
$259,900
Nov 19, 2023
Source: Imagine MLS #23022282
Listed For Sale
$259,900
Nov 29, 2004
Source: Imagine MLS #409720
Sold
$140,000

Market trends in Winchester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$269K
$14.3KMoM
Sale-to-List Price
99.3%
0.5%MoM
Price per sq ft
$164
$0MoM
Available listings
157
5MoM

Around this home

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

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Frequently asked questions about 307 Wayside Ct

  • What is 307 Wayside Ct estimated to be worth?
    Trulia's estimated value for 307 Wayside Ct in Winchester, KY is $284,500.
  • What is the price history for 307 Wayside Ct?
    307 Wayside Ct in Winchester, KY last sold for $250,000 in January 2024.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Winchester?
    The median sale price in Winchester is $269K. That is up $14.3K from the prior month.
  • Does 307 Wayside Ct have air conditioning?
    Yes, 307 Wayside Ct in Winchester, KY has air conditioning.
  • Does 307 Wayside Ct have laundry facilities?
    Yes, 307 Wayside Ct in Winchester, KY has laundry facilities.

Explore by feature - Pet Friendly

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