44 Windsor Dr, Cheraw, SC 29520
OFF MARKET

$162,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,364 sqft

44 Windsor Dr, Cheraw, SC 29520

Est. Refi. Payment $1,038/mo*
Refinance Your Home
Currently Off Market - Sold Nov 29, 2016 for $76,000

Home Value

Trulia Estimate
$162K
Since last month
Increased$700 (+0.4%)
Since last year
Increased$8K (+5.3%)
Since last sale
Increased$86K (+113.3%)
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 +98% in the last 10 years
MonthEstimated value
2026
October 2026$162K
September 2026$173K
August 2026$161K
July 2026$157K
June 2026$160K
May 2026$163K
April 2026$156K
March 2026$148K
February 2026$156K
January 2026$154K
2025
2024
2023
2022
2021
2020
2019
2018

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
403 Diane Dr, Cheraw, SC
0.15
Single-Family Home
$77,000
11/12/25
4
2
1,467
403 Dianne Dr, Cheraw, SC
0.15
Single-Family Home
$77,000
11/12/25
3
1
1,400
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
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
1048 Tec Rd, Cheraw, SC
0.73
Single-Family Home
$172,500
04/17/26
3
1.5
1,315
809 W Greene St, Cheraw, SC
1.21
Single-Family Home
$73,000
11/12/25
3
2
1,025
405 Diane Dr, Cheraw, SC
0.16
Single-Family Home
$211,000
09/10/26
1
1,590
105 Patsy Ln, Cheraw, SC
1.30
Single-Family Home
$75,000
02/26/26
3
2
1,549

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
$180,100
3
2
1,399
Off Market
44 Windsor Dr, Cheraw, SC 29520
0.00
$132,500
3
1
1,326
Off Market
45 Windsor Dr, Cheraw, SC 29520
0.02
$191,300
3
2
1,503
Off Market
44A N Windsor Dr, Cheraw, SC 29520
0.02
$170,000
3
2
1,364
For Sale
101 Gwyn St, Cheraw, SC 29520
0.03
$180,000
3
2
1,581
Off Market
103 Gwyn St, Cheraw, SC 29520
0.03
$203,300
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
$158,900
3
2
1,215
Off Market
412 Newsome Dr, Cheraw, SC 29520
0.03
$182,400
3
2
1,530
Off Market
46 Windsor Dr, Cheraw, SC 29520
0.04
$180,000
3
2
1,596
Off Market
107 Gwyn St, Cheraw, SC 29520
0.04
$194,200
3
2
1,705
Off Market
109 Gwyn St, Cheraw, SC 29520
0.04
$176,600
Studio
2
1,340
Off Market
406 Newsome Dr, Cheraw, SC 29520
0.04
$131,700
3
2
1,025
Off Market
Hampton Dr, Cheraw, SC 29520
0.05
-
-
-
-
Off Market
101 Brewer St, Cheraw, SC 29520
0.05
$170,300
Studio
2
1,535
Off Market
416 Newsome Dr, Cheraw, SC 29520
0.05
$189,300
3
2
1,100
Off Market
101 Gwynn Rd, Cheraw, SC 29520
0.05
-
-
-
-
Off Market
103 Brewer St, Cheraw, SC 29520
0.06
$164,800
3
2
1,161
Off Market
411 Newsome Dr, Cheraw, SC 29520
0.07
$164,800
Studio
2
1,253
Off Market
415 Newsome Dr, Cheraw, SC 29520
0.07
-
Studio
-
-
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 1961
1,364 sqft
$119/sqft
Garage

About this House

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 1,364 sqft of floor space. This property was built in 1961.
44 Windsor Dr, Cheraw, SC 29520 is a 3 bedroom, 2 bathroom, 1,364 sqft single-family home built in 1961. It last sold for $76,000 on Nov 29, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $162,100, with a rent estimate of $1,140/month.

Home Details for 44 Windsor Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 0.029999999329447746

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Attached

Price and Tax history

DateEventPrice
Nov 29, 2016
Source: N/A
Sold
$76,000

Market trends in Cheraw

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
59
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 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

  • 38 % 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 $162,100.
  • What is the price history for 44 Windsor Dr?
    44 Windsor Dr in Cheraw, SC last sold for $76,000 in November 2016.
  • 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.
  • Does 44 Windsor Dr have a garage?
    Yes, 44 Windsor Dr in Cheraw, SC has a garage.

Explore by feature - Air Conditioning

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