375 S Upper St #4, Lexington, KY 40508
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Property image
OFF MARKET

375 S Upper St #4
Lexington, KY 40508

Central Downtown
  • 2 Beds
  • 1 Bath
  • 753 sqft

$185,600

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $1,151/mo*
Refinance Your Home

$185,600

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $1,151/mo*
Refinance Your Home
2 Beds
1 Bath
753 sqft

Home Value

Trulia Estimate
$186K
Since last month
Decreased$1K (-0.7%)
Since last year
Increased$2K (+1%)
Since last sale
Decreased$189K (-50.4%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$186K
July 2026$186K
June 2026$187K
May 2026$181K
April 2026$180K
March 2026$172K
February 2026$171K
January 2026$172K
2025
2024
2023
2022
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
261 S Limestone #304, Lexington, KY
0.06
Apartment
$315,000
03/24/26
1
2
1,008
S Upper St, Lexington, KY
0.29
Apartment
$313,000
03/23/26
2
2
990
405 W 3rd St, Lexington, KY
0.64
Apartment
$590,000
01/07/26
2
1
1,000
261 Simpson Ave #226, Lexington, KY
1.01
Apartment
$247,000
08/20/25
3
2
1,025
400 N Limestone, Lexington, KY
0.77
Apartment
$305,000
02/01/26
1
1
-
122 S Hanover Ave, Lexington, KY
1.26
Multi-Family Home
$775,000
07/23/26
1
1
1,207
624 Golfview Dr, Lexington, KY
1.34
Apartment
$140,000
11/20/25
5
5
-
Address Not Disclosed, Lexington, KY
2.72
Apartment
$285,000
07/14/26
2
2
990
3195 Yellowstone Pkwy, Lexington, KY
4.37
Apartment
$287,500
12/29/25
2
1
840
456 Lenney Dr, Lexington, KY
4.80
Apartment
$325,000
08/28/25
2
1
800
Home facts updated by county records

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
361 South St #363, Lexington, KY 40508
0.02
$339,800
1
1
1,133
Off Market
385 S Upper St, Lexington, KY 40508
0.02
$894,500
3
3.5
3,741
Off Market
372 S Upper St, Lexington, KY 40508
0.04
-
1
1
565
Off Market
333 S Upper St #101, Lexington, KY 40508
0.07
$294,900
1
1.5
918
Off Market
333 S Upper St #105, Lexington, KY 40508
0.08
$294,400
1
1.5
805
Off Market
261 S Limestone St #203, Lexington, KY 40508
0.06
$327,200
2
2
1,102
Off Market
261 S Limestone St #304, Lexington, KY 40508
0.06
$345,200
1
1.5
1,020
Off Market
261 S Limestone St #302, Lexington, KY 40508
0.06
$359,500
2
2
1,102
Recently Sold
261 S Limestone St #301, Lexington, KY 40508
0.06
$355,300
1
1.5
1,020
Off Market
261 S Limestone St #201, Lexington, KY 40508
0.06
$343,700
2
2
1,013
Off Market
333 S Upper St #104, Lexington, KY 40508
0.08
$404,100
2
2.5
1,018
Off Market
261 S Limestone #301, Lexington, KY 40508
0.06
$304,300
1
1.5
1,013
Off Market

Local Information

  • Map ViewExplore the area around 375 S Upper St #4.
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment
Living Area
753 sqft
Price/Sqft
$246

About this House

This is an awesome quiet apartment that used to be an Airbnb. Great neighborhood and location. Two off street parking spaces in our lot across from Old School Coffee , Hardwood floors, balcony, two bedrooms , bathroom, washer/dryer. This apartment is fully furnished .

1 year but might consider shorter term. Tenant pays utilities.
375 S Upper St #4, Lexington, KY 40508 is a 2 bedroom, 1 bathroom, 753 sqft apartment in Central Downtown. It last sold for $375,000 on Jul 11, 2005 (23,338% above the $1,600 asking price). More recently, it was listed as a rental in May 2025 with an asking price of $1,750 per month. That rental listing was removed on June 13, 2025. It is currently off market. The Trulia Estimate is $185,600, with a rent estimate of $1,672/month.

Home Details for 375 S Upper St #4

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 Year

Interior Features

Appliances & Utilities
DishwasherDryerWasher
Heating & Cooling
Air ConditioningCooling System: Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood
Room & Shared Space
Shared space is furnished

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Price and Tax history

DateEventPrice
Jun 13, 2025
Source: Zillow Rentals
ListingRemoved
$1,600
May 13, 2025
Source: Zillow Rentals
PriceChange
$1,600
Price decreased by 9%
May 7, 2025
Source: Zillow Rentals
Listed For Rent
$1,750
Feb 7, 2021
Source: Zillow Rental Manager
ListingRemoved
Dec 6, 2020
Source: N/A
Listed For Rent
$1,275

Market trends in Lexington

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$336K
$4.83KMoM
Sale-to-List Price
99.7%
0.4%MoM
Price per sq ft
$196
$1MoM
Available listings
1048
104MoM
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Around this home

Neighborhood Overview

Central Downtown
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Central Downtown

At least 30 Trulia users voted on each feature.

  • 88 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say there's holiday spirit

  • 79 % Say parking is easy

  • 79 % Say streets are well-lit

  • 78 % Say it's walkable to restaurants

  • 72 % Say car is needed

  • 65 % Say people would walk alone at night

  • 63 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 51 % Say yards are well-kept

  • 50 % Say it's quiet

  • 50 % Say kids play outside

  • 46 % Say there are community events

  • 36 % Say it's walkable to grocery stores

  • 28 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "there's lots of other dogs in the neighborhood and friendly neighbors as well. it's an overall great neighborhood to live in with a lot of kind people. "
    0
    Flag
  • Trulia User
    "We have a 4th of July block party every year, Main Street is close off in front of our homes the fireworks are right across the street. "
    1
    Flag
  • Zachary C. M.
    "It’s a college area so it’s not the quietest. Be prepared to hear emergency vehicles and pedestrians "
    1
    Flag
  • Ana
    "Close to all downtown events, Kentucky native etc. Not the kind of neighborhood where you have a street party, potlucks etc. "
    4
    Flag
  • Clara W.
    "It’s right next to the park, which is great for walking and playing with your dogs. However, some houses in these areas do not have backyards, so it is difficult if you have a dog constantly needing access to the outdoors or accustomed to a backyard. "
    5
    Flag
  • Laura W.
    "The commute is okay. I work in Nicholasville so we head out on Tate’s Creek in the morning and it’s not too bad. The stop lights are pretty annoying. "
    0
    Flag
  • karenw
    "I’ve lived in this neighborhood for 11 years. Neighbors are friendly, good people. I walk to neighborhood and downtown events, restaurants, coffee shops, theaters. I love living in downtown area."
    18
    Flag
  • Junisabelo
    "They like it because they can let the dog run out the backyard.... but I dnt mind since I have no pets."
    1
    Flag
  • Beth C.
    "Must leash and walk quite a way to allow dogs to potty. Small yards some not fenced. Historical neighborhood which means people are pickier."
    2
    Flag
  • Angieclift
    "W. Second St. Lexington, Ky is a great downtown area to walk or just enjoy yourself at a nearby restaurant, pub, brewery or distillery. W. Second street is conveniently located within short walking distance to Gratz park, the home of Mary Todd Lincoln or Triangle park. Do a little shopping at Festival Market, Victorian Square or a wine shop. Watch the Kentucky Wildcats play at Rupp Arena. Thursday, Friday and Saturdays are usually the busiest times of the week for this area. Very close to public and highly rated private schools in a matter of just a few minutes walking. Bus stops located on the same street. Excellent historical part of Lexington, Ky to hang out and enjoy yourself."
    0
    Flag

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Apartments for Rent

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Homes for sale near 375 S Upper St #4

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Off Market Homes Near 375 S Upper St #4

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Frequently asked questions about 375 S Upper St #4

  • What is 375 S Upper St #4 estimated to be worth?
    Trulia's estimated value for 375 S Upper St #4 in Lexington, KY is $185,600.
  • What is the price history for 375 S Upper St #4?
    375 S Upper St #4 in Lexington, KY last sold for $375,000 in July 2005.
  • Is Lexington a buyer's or seller's market?
    Lexington is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Lexington?
    The median sale price in Lexington is $336K. That is up $4.83K from the prior month.
  • Does 375 S Upper St #4 have air conditioning?
    Yes, 375 S Upper St #4 in Lexington, KY has air conditioning.
  • Does 375 S Upper St #4 have laundry facilities?
    Yes, 375 S Upper St #4 in Lexington, KY has in-unit laundry.