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Highlights

  • Washer/dryer hookups
  • Off street parking
  • Spacious kitchen
  • Utilities included
  • Covered front porch
  • Lots of space

Location

221 S Highland St, Winchester, KY 40391, USA
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Property Overview

221 S. Highland St. rates highly with a Zumper expert score of 8.5 and exceptional scores for price (10/10) and amenities (9/10), indicating strong value and quality living. The property features washer/dryer hookups, off-street parking, and a spacious kitchen, contributing to its appeal. Additionally, with a location score of 9/10, it provides convenient access to nearby schools and local attractions, complemented by a trustworthiness rating of 7/10, ensuring transparency for potential renters.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings” and “Things you’ll love” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

8.6
Very Good
With a solid 8.6 out of 10 overall, 221 S. Highland St. is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 221 S. Highland St. has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.

Things you’ll love

  • Elementary school nearby
  • Less expensive
  • Middle school nearby

Floor plans

2BR/1.0BA2 bed1 bathSay hello to this updated cozy 2 bedroom apartment! With utilities included, this is not going to last long! Get your application in before it’s too late! Www 360mgt group or call us with any additional questions. 859.221.7339 * Rental applications are required before showings can be scheduled *
3BR/1.0BA3 bed1 bathWe've got the perfect apartment for you! This ground floor apartment is huge and filled with original character with tons of space to stretch out and live in. Three Bedrooms, One Bath, Spacious Kitchen with loads of cabinet space, Washer/Dryer Hookups (Gas Dryer Only), Covered Front Porch, Off Street Parking and did we say lots of space? Call today to see this apartment and take a step back in time! 859.221.7339 ALL utilities included! **Completed lease applications are required prior to showings being scheduled.

Let's explore this property.

Amenities for 221 S. Highland St.

Apartment Amenities

Air ConditioningAll Utilities Included

Appliances

ElectricFridge
RangeRefrigerator

Services

Water, Sewer & Trash

Other

One Window A/C Unit
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Contact for more information on pet policy.

Building details

Property details

Units2
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About 221 S. Highland St.

HomeApartments in Winchester 221 S. Highland St.

We've got the perfect apartment for you! This ground floor apartment is huge and filled with original character with tons of space to stretch out and live in. Three Bedrooms, One Bath, Spacious Kitchen with loads of cabinet space, Washer/Dryer Hookups (Gas Dryer Only), Covered Front Porch, Off Street Parking and did we say lots of space? Call today to see this apartment and take a step back in time! 859.221.7339 ALL utilities included! **Completed lease applications are required prior to showings being scheduled.


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
8.6
/10
Very Good
With a solid 8.6 out of 10 overall, 221 S. Highland St. is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 221 S. Highland St. has a number of attractive features—namely its Price— so you can be assured your rent will come with a high standard of living.
How we rated 221 S. Highland St.
Price·10A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
221 S. Highland St. offers an excellent balance between price and value. It's priced competitively for its amenities, location, and other key features. Compared to the median price per bedroom in the area, this property is less than, or about the same as, nearby rentals, so residents can expect great value without too many compromises on their desired standard of living.
Amenities·9A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
221 S. Highland St. goes above and beyond to provide sought-after conveniences and desirable perks, including water, sewer & trash. Renters looking for popular or luxurious features will find them here—and for that reason, 221 S. Highland St. receives one of the highest amenities scores.
Location·9A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
221 S. Highland St. is exceptional when it comes to location and conveniences. Communication with management or leasing staff is usually quick and easy and they often use advanced scheduling and communication tools to streamline the process. The location of this property offers easy access to popular points of interest in the area and options for getting around.
Quality·6A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
While 221 S. Highland St. does not have many hallmark characteristics to highlight, it has some qualities and features that will resonate with a broad range of renters.
Trustworthiness·8A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
The level of transparency this property provides distinguishes it as a great rental. With a high attention to detail and desirable features, renters can be sure they will get an accurate picture of their potential new home.

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 221 S. Highland St. compares to other nearby properties.

Positives

Elementary school nearby
There is an elementary school 0.4 mile away
Less expensive
The 2-bedrooms are cheaper than other similar listings nearby
Middle school nearby
There is a middle school 1 mile away
Images Available
There are at least 10 photos of this address

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Rent trends in Winchester

Median rents as of Sep 6 2025.
Winchester
A table of studio rental data trends in Winchester
MonthMedian Rent
September 2023$750
October 2023$732
November 2023$736
December 2023$744
January 2024$750
February 2024$623
March 2024$726
April 2024$722
May 2024$783
June 2024$790
July 2024$750
August 2024$755
September 2024$750
October 2024$750
November 2024$732
December 2024$800
January 2025$800
February 2025$806
March 2025$837
April 2025$875
May 2025$890
June 2025$867
July 2025$793
August 2025$791
September 2025$750

Schools near 221 S. Highland St.

Phoenix Academy

100 vaught rd

winchester, KY, 40391

K-12Public
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Internet available near 221 S. Highland St.

Neighborhood

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Winchester near 221 S Highland St

Walking

6/10
Some shops and stores are within a few minutes.

Driving

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

3/10
This is semi-bikeable, but you’ll need another way of getting around.

Points of interest for 221 S Highland St, Winchester

Groceries

9/10
At least one grocery store within a few minutes' walk

Shopping

5/10
Some shops within walking distance

Cafes

5/10
Some cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Primary schools

9/10
At least one elementary school within a 5-minute walk

High schools

2/10
No high schools within a 30-minute walk

Nightlife

1/10
Few or no bars within walking distance

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