New Windsor Maryland Homes for Sale

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3501 Sams Creek New Windsor, MD MLS# MDFR2075632 - Image 1

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New Construction with Virtual Tour

1 of 70

$2,350,000

Beds

2.1

Baths

3,688

Sq.Ft.

3501 Sams Creek

New Windsor, MD

Courtesy of VCRE.CO

3501 Sams Creek New Windsor, MD MLS# MDFR2075634 - Image 1

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New Construction with Virtual Tour

1 of 72

$2,350,000

Beds

2.1

Baths

3,688

Sq.Ft.

3501 Sams Creek

New Windsor, MD

Courtesy of VCRE.CO

9787 Mckinstry Mill Road New Windsor, MD MLS# MDFR2085090 - Image 1

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9787 Mckinstry Mill Road New Windsor, MD MLS# MDFR2085090 - Image 67

Virtual Tour

1 of 67

$1,395,000

Beds

4.1

Baths

3,723

Sq.Ft.

9787 Mckinstry Mill Road

New Windsor, MD

Courtesy of LPT REALTY, LLC

THE TIME TO SELL IS NOW!

4180 John Benjamin Drive New Windsor, MD MLS# MDCR2035864 - Image 1

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Virtual Tour

1 of 144

$1,300,000

Beds

5.1

Baths

7,120

Sq.Ft.

4180 John Benjamin Drive

New Windsor, MD

Courtesy of CUMMINGS & CO. REALTORS

Bowersox Road New Windsor, MD MLS# MDCR2032738 - Image 1

New Construction

1 of 1

$1,214,317

Beds

3.0

Baths

3,118

Sq.Ft.

Bowersox Road

New Windsor, MD

Courtesy of KELLER WILLIAMS REALTY CENTRE

2108 Dennings Road New Windsor, MD MLS# MDCR2034010 - Image 1

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2108 Dennings Road New Windsor, MD MLS# MDCR2034010 - Image 43

2108 Dennings Road New Windsor, MD MLS# MDCR2034010 - Image 44

New Construction

1 of 44

$930,000

Beds

3.1

Baths

3,457

Sq.Ft.

2108 Dennings Road

New Windsor, MD

Courtesy of WINNING EDGE

9855 Mckinstry Mill Road New Windsor, MD MLS# MDFR2082948 - Image 1

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9855 Mckinstry Mill Road New Windsor, MD MLS# MDFR2082948 - Image 79

9855 Mckinstry Mill Road New Windsor, MD MLS# MDFR2082948 - Image 80

9855 Mckinstry Mill Road New Windsor, MD MLS# MDFR2082948 - Image 81

Virtual Tour

1 of 81

$799,900

Beds

4.1

Baths

3,952

Sq.Ft.

9855 Mckinstry Mill Road

New Windsor, MD

Courtesy of SAMSON PROPERTIES

120 Water Street New Windsor, MD MLS# MDCR2023926 - Image 1

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120 Water Street New Windsor, MD MLS# MDCR2023926 - Image 67

1 of 67

$725,000

5,242

Sq.Ft.

120 Water Street

New Windsor, MD

Courtesy of HOGAN COMPANIES RESIDENTIAL

120 Water Street New Windsor, MD MLS# MDCR2024942 - Image 1

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1 of 67

$725,000

Beds

5.3

Baths

5,242

Sq.Ft.

120 Water Street

New Windsor, MD

Courtesy of HOGAN COMPANIES RESIDENTIAL

1801 Nicodemus Road New Windsor, MD MLS# MDCR2037058 - Image 1

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1801 Nicodemus Road New Windsor, MD MLS# MDCR2037058 - Image 57

1 of 57

OPEN HOUSE: Saturday 8/22 11:00 AM - 1:00 PM

$724,900

Beds

3.1

Baths

3,290

Sq.Ft.

1801 Nicodemus Road

New Windsor, MD

Courtesy of REAL BROKER, LLC - ANNAPOLIS

2140 Marston Road New Windsor, MD MLS# MDCR2034658 - Image 1

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2140 Marston Road New Windsor, MD MLS# MDCR2034658 - Image 48

Virtual Tour

1 of 48

$699,900

Beds

2.1

Baths

3,209

Sq.Ft.

2140 Marston Road

New Windsor, MD

Courtesy of LPT REALTY, LLC

4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 1

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4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 43

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4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 46

4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 47

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4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 49

4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 50

4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 51

4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 52

4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 53

4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 54

4036 Roop Road New Windsor, MD MLS# MDCR2034090 - Image 55

Virtual Tour

1 of 55

$675,000

Beds

2.1

Baths

2,688

Sq.Ft.

4036 Roop Road

New Windsor, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES HOMESALE REALTY

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 1

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 2

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2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 43

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2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 45

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2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 47

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 48

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 49

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2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 51

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 52

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 53

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 54

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 55

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 56

2718 Town View Circle New Windsor, MD MLS# MDCR2035860 - Image 57

Virtual Tour

1 of 57

$665,000

Beds

5.0

Baths

3,710

Sq.Ft.

2718 Town View Circle

New Windsor, MD

Courtesy of RE/MAX ADVANTAGE REALTY

3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 1

3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 2

3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 3

3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 4

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3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 41

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3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 44

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3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 47

3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 48

3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 49

3625 Hooper Road New Windsor, MD MLS# MDCR2036100 - Image 50

Virtual Tour

1 of 50

$650,000

Beds

3.0

Baths

3,440

Sq.Ft.

3625 Hooper Road

New Windsor, MD

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY

New Windsor New Windsor, MD MLS# MDFR2073236 - Image 1

1 of 1

$624,900

Studio

Beds

0.0

Baths

New Windsor

New Windsor, MD

Courtesy of PROPLOCATE REALTY

3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 1

3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 2

3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 3

3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 4

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3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 45

3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 46

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3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 57

3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 58

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3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 61

3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 62

3204 Hooper Road New Windsor, MD MLS# MDCR2034730 - Image 63

Virtual Tour

1 of 63

$599,900

Beds

3.1

Baths

3,246

Sq.Ft.

3204 Hooper Road

New Windsor, MD

Courtesy of RE/MAX REALTY PLUS

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 1

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 2

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 3

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 4

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 5

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 6

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 7

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 8

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 9

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 10

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 11

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 12

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 13

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 14

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 15

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 16

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 17

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 18

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1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 47

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1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 49

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1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 63

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1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 66

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 67

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 68

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 69

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 70

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 71

1423 Hallowell Lane New Windsor, MD MLS# MDCR2035836 - Image 72

Virtual Tour

1 of 72

$594,900

Beds

3.1

Baths

2,840

Sq.Ft.

1423 Hallowell Lane

New Windsor, MD

Courtesy of DOUGLAS REALTY LLC

2820 Town View Circle New Windsor, MD MLS# MDCR2037086 - Image 1

2820 Town View Circle New Windsor, MD MLS# MDCR2037086 - Image 2

2820 Town View Circle New Windsor, MD MLS# MDCR2037086 - Image 3

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2820 Town View Circle New Windsor, MD MLS# MDCR2037086 - Image 55

Recently Listed

1 of 55

$559,900

Beds

3.1

Baths

3,328

Sq.Ft.

2820 Town View Circle

New Windsor, MD

Courtesy of NEXT STEP REALTY

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 1

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 2

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 3

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 4

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1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 6

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 7

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 8

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1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 11

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1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 26

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 27

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 28

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 29

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 30

1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 31

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1604 Old New Windsor Road New Windsor, MD MLS# MDCR2035598 - Image 33

1 of 33

$550,000

Beds

2.1

Baths

2,074

Sq.Ft.

1604 Old New Windsor Road

New Windsor, MD

Courtesy of REALTY ADVANTAGE OF MARYLAND LLC

2828 Graybill Court New Windsor, MD MLS# MDCR2036556 - Image 1

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1 of 70

$540,000

Beds

4.1

Baths

2,774

Sq.Ft.

2828 Graybill Court

New Windsor, MD

Courtesy of EXIT REALTY CENTER

About New Windsor

Located in central Carroll County just six miles southwest of Westminster, the Town of New Windsor claims the charm of historic architecture. Many elegant, stately homes harmonize Colonial or Classical Revival and Queen Anne architecture with bungalow styling. New Windsor is proud of its history of higher education, beginning with the Roman Catholic Calvert College in 1851. This historic building changed names and ownership over the decades, most recently becoming the New Windsor Service Center in 1944. New Windsor has managed to preserve its small-town feeling while welcoming many new residents to the charming atmosphere that prevailed 200 years ago.

Listings in New Windsor, MD: 41
Estimated median home price: $529,900

New Windsor MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of New Windsor, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in New Windsor, MD.

Homes for Sale by Price in New Windsor, MD

Price	Count
$0 - 100K	1
$100K - 200K	2
$200K - 300K	3
$300K - 400K	9
$400K - 500K	5
$500K - 600K	6
$600K - 700K	5
$700K - 800K	4
$800K - 900K	0
$900K - 1M	1
$1M - Max	5

Homes for Sale by Type in New Windsor, MD

Property Type	Count
Single Family	29
Townhouse	4
Condo	1
Commercial	2
Rental	1
Lots and Land	4
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	1

(Data as of 8/18/2026)

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Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker Reciprocity^SM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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