44 Windsor Dr, Cheraw, SC 29520
OFF MARKET

$180,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,399 sqft

44 Windsor Dr, Cheraw, SC 29520

Est. Refi. Payment $1,113/mo*
Refinance Your Home
Currently Off Market - Sold Apr 26, 2023 for $155,000

Home Value

Trulia Estimate
$181K
Since last month
Decreased$10K (-5%)
Since last year
Decreased$3K (-1.8%)
Since last sale
Increased$26K (+16.6%)
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 +81% in the last 10 years
MonthEstimated value
2026
November 2026$181K
October 2026$181K
September 2026$190K
August 2026$182K
July 2026$182K
June 2026$183K
May 2026$185K
April 2026$184K
March 2026$183K
February 2026$182K
January 2026$182K
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
405 Dianne Dr, Cheraw, SC
0.15
Single-Family Home
$211,000
09/09/26
3
2
1,650
608 Diane Dr, Cheraw, SC
0.13
Single-Family Home
$167,500
09/03/26
3
1
1,400
1048 Tec Rd, Cheraw, SC
0.73
Single-Family Home
$172,500
04/17/26
3
1.5
1,315
405 Diane Dr, Cheraw, SC
0.16
Single-Family Home
$211,000
09/10/26
1
1,590
87 Isgett Cir, Cheraw, SC
0.69
Single-Family Home
$50,000
05/13/26
3
2
1,000
87 Isgett Cir Hwy 9, Cheraw, SC
0.70
Single-Family Home
$50,000
05/06/26
3
1.5
1,000
809 W Greene St, Cheraw, SC
1.21
Single-Family Home
$165,000
10/23/26
3
1
1,025
306 Mimosa Dr, Cheraw, SC
1.15
Single-Family Home
$234,000
12/04/25
3
2
1,705
105 Patsy Ln, Cheraw, SC
1.30
Single-Family Home
$75,000
02/26/26
3
2
1,549
206 Legrand St, Cheraw, SC
1.40
Single-Family Home
$185,000
06/12/26
3
2
1,113

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
44 Windsor Dr, Cheraw, SC 29520
0.00
$161,700
3
2
1,364
Off Market
44 Windsor Dr, Cheraw, SC 29520
0.00
$133,400
3
1
1,326
Off Market
45 Windsor Dr, Cheraw, SC 29520
0.02
$192,700
3
2
1,503
Off Market
101 Gwyn St, Cheraw, SC 29520
0.03
$178,700
3
2
1,581
Off Market
103 Gwyn St, Cheraw, SC 29520
0.03
$203,500
3
2
1,684
Off Market
408 Newsome Dr, Cheraw, SC 29520
0.03
-
Studio
-
-
Off Market
105 Gwyn St, Cheraw, SC 29520
0.03
$159,300
3
2
1,215
Off Market
412 Newsome Dr, Cheraw, SC 29520
0.03
$180,500
3
2
1,530
Off Market
46 Windsor Dr, Cheraw, SC 29520
0.04
$175,400
3
2
1,596
Off Market
107 Gwyn St, Cheraw, SC 29520
0.04
$192,900
3
2
1,705
Off Market
109 Gwyn St, Cheraw, SC 29520
0.04
$174,200
Studio
2
1,340
Off Market
406 Newsome Dr, Cheraw, SC 29520
0.04
$131,100
3
2
1,025
Off Market
Hampton Dr, Cheraw, SC 29520
0.05
-
-
-
-
Off Market
101 Brewer St, Cheraw, SC 29520
0.05
$169,000
Studio
2
1,535
Off Market
416 Newsome Dr, Cheraw, SC 29520
0.05
$189,400
3
2
1,100
Off Market
101 Gwynn Rd, Cheraw, SC 29520
0.05
-
-
-
-
Off Market
103 Brewer St, Cheraw, SC 29520
0.06
$164,500
3
2
1,161
Off Market
411 Newsome Dr, Cheraw, SC 29520
0.07
$162,700
Studio
2
1,253
Off Market
415 Newsome Dr, Cheraw, SC 29520
0.07
-
Studio
-
-
Off Market
415 Newsome Dr, Cheraw, SC 29520
0.07
$145,300
Studio
2
1,100
Off Market

Local Information

  • Map ViewExplore the area around 44 Windsor Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1968
1,399 sqft
$129/sqft
Garage

About this House

What's unique:New roofNew hvac systemSliding glass doorsNew flooringSolid surface countertopsGas fireplace
This single-family home is located at 44 Windsor Dr, Cheraw, SC. 44 Windsor Dr is in Cheraw, SC and in ZIP code 29520. This property has 3 bedrooms, 2 bathrooms and approximately 1,399 sqft of floor space. This property has a lot size of 0.30 acres and was built in 1968.
44 Windsor Dr, Cheraw, SC 29520 is a 3 bedroom, 2 bathroom, 1,399 sqft single-family home built in 1968. It last sold for $155,000 on Apr 26, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $180,800, with a rent estimate of $1,001/month.

Home Details for 44 Windsor Dr

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Detached

Price and Tax history

DateEventPrice
Apr 26, 2023
Source: Pee Dee Realtor Association #20230717
Sold
$155,000
Apr 3, 2023
Source: Pee Dee Realtor Association #20230717
Contingent
$155,000
Mar 14, 2023
Source: Pee Dee Realtor Association #20230717
Pending
$155,000
Mar 5, 2023
Source: Pee Dee Realtor Association #20230717
Listed For Sale
$155,000
Aug 8, 2022
Source: N/A
Sold
$72,000

Market trends in Cheraw

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
63
7MoM
Sourced by Trulia Market Trends

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 Cheraw

At least 22 Trulia users voted on each feature.

  • 86 % Say car is needed

  • 84 % Say parking is easy

  • 79 % Say yards are well-kept

  • 71 % Say there's holiday spirit

  • 70 % Say kids play outside

  • 59 % Say people would walk alone at night

  • 58 % Say it's dog friendly

  • 57 % Say it's quiet

  • 54 % Say neighbors are friendly

  • 43 % Say there's wildlife

  • 40 % Say there are sidewalks

  • 38 % Say streets are well-lit

  • 36 % Say they plan to stay for at least 5 years

  • 32 % Say it's walkable to restaurants

  • 28 % Say there are community events

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Clevelandbest
    "A neighborhood can be unique because of the activities that take place there, such as community events like block parties and farmers' markets. These events can help people get to know each other better and bring families together. A neighborhood can also be unique if it's close to places for outdoor activities like jogging, sailing, or tennis"
    0
    Flag
  • Cheryl C.
    "None we watch children play and have cook outs birthday parties the neighborhood is safe fun and clean"
    2
    Flag
  • Timothy J.
    "Beautiful Place to grow a family. Great Teachers in the school system. Great Churches and organization to be a part of. Community Yearly events are really nice for getting to know new people."
    2
    Flag
  • Jenniferboneal
    "I’ve lived here in Cheraw for several years. The neighborhood has lots of kind people and kids. I feel safe and happy with the area. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 44 Windsor Dr

  • What is 44 Windsor Dr estimated to be worth?
    Trulia's estimated value for 44 Windsor Dr in Cheraw, SC is $180,800.
  • What is the price history for 44 Windsor Dr?
    44 Windsor Dr in Cheraw, SC last sold for $155,000 in April 2023.
  • Is Cheraw a buyer's or seller's market?
    Cheraw is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Cheraw?
    Residents describe Cheraw, SC as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Cheraw, SC.
  • How big is the lot at 44 Windsor Dr?
    The lot at 44 Windsor Dr in Cheraw, SC is about 0.30 acres (13,068 sq ft).
  • Does 44 Windsor Dr have a garage?
    Yes, 44 Windsor Dr in Cheraw, SC has a garage.

Apartments for Rent

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