New Windsor Maryland Homes for Sale

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 1

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 2

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 3

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 4

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 5

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 6

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 7

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 8

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 9

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 10

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 11

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 12

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 13

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 14

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 15

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 16

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 17

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 18

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 19

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 20

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 21

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 22

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 23

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 24

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 25

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 27

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 35

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 36

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 38

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 39

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 41

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 42

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 43

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 45

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 46

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 47

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 54

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 56

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 58

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 60

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2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 65

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 66

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 67

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 68

2461 Old New Windsor Pike New Windsor, MD MLS# MDCR2030176 - Image 69

1 of 69

$749,900

Beds

2.0

Baths

1,817

Sq.Ft.

2461 Old New Windsor Pike

New Windsor, MD

Courtesy of COLDWELL BANKER REALTY

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

120 Water Street New Windsor, MD MLS# MDCR2023926 - Image 2

120 Water Street New Windsor, MD MLS# MDCR2023926 - Image 3

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120 Water Street New Windsor, MD MLS# MDCR2023926 - Image 66

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

1 of 67

$750,000

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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120 Water Street New Windsor, MD MLS# MDCR2024942 - Image 67

1 of 67

$750,000

Beds

5.3

Baths

5,242

Sq.Ft.

120 Water Street

New Windsor, MD

Courtesy of HOGAN COMPANIES RESIDENTIAL

THE TIME TO SELL IS NOW!

3204 Hooper Road New Windsor, MD MLS# MDCR2028462 - Image 1

3204 Hooper Road New Windsor, MD MLS# MDCR2028462 - Image 2

3204 Hooper Road New Windsor, MD MLS# MDCR2028462 - Image 3

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1 of 91

$774,995

Beds

3.1

Baths

3,246

Sq.Ft.

3204 Hooper Road

New Windsor, MD

Courtesy of REED REALTY, INC.

2636 Marston Road New Windsor, MD MLS# MDCR2030802 - Image 1

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2636 Marston Road New Windsor, MD MLS# MDCR2030802 - Image 90

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2636 Marston Road New Windsor, MD MLS# MDCR2030802 - Image 106

2636 Marston Road New Windsor, MD MLS# MDCR2030802 - Image 107

Virtual Tour

1 of 107

$780,000

Beds

3.0

Baths

3,294

Sq.Ft.

2636 Marston Road

New Windsor, MD

Courtesy of IRON VALLEY REAL ESTATE OF CENTRAL MD

105 Church Street New Windsor, MD MLS# MDCR2027552 - Image 1

105 Church Street New Windsor, MD MLS# MDCR2027552 - Image 2

105 Church Street New Windsor, MD MLS# MDCR2027552 - Image 3

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105 Church Street New Windsor, MD MLS# MDCR2027552 - Image 15

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105 Church Street New Windsor, MD MLS# MDCR2027552 - Image 30

1 of 30

$780,997

3,048

Sq.Ft.

105 Church Street

New Windsor, MD

Courtesy of ALLFIRST REALTY, INC.

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 1

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 2

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 3

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 4

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Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 8

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 9

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 10

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 11

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 12

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 13

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 14

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 15

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 16

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 17

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 18

Dennings Road New Windsor, MD MLS# MDCR2029130 - Image 19

New Construction

1 of 19

$850,000

Beds

2.1

Baths

3,457

Sq.Ft.

Dennings Road

New Windsor, MD

Courtesy of COLDWELL BANKER REALTY

1530 Bowersox Road New Windsor, MD MLS# MDCR2030112 - Image 1

1530 Bowersox Road New Windsor, MD MLS# MDCR2030112 - Image 2

1530 Bowersox Road New Windsor, MD MLS# MDCR2030112 - Image 3

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1530 Bowersox Road New Windsor, MD MLS# MDCR2030112 - Image 98

1530 Bowersox Road New Windsor, MD MLS# MDCR2030112 - Image 99

Virtual Tour

1 of 99

$850,000

Beds

2.0

Baths

2,671

Sq.Ft.

1530 Bowersox Road

New Windsor, MD

Courtesy of NORTHROP REALTY

15030 New Windsor Road New Windsor, MD MLS# MDFR2067662 - Image 1

15030 New Windsor Road New Windsor, MD MLS# MDFR2067662 - Image 2

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15030 New Windsor Road New Windsor, MD MLS# MDFR2067662 - Image 63

New Construction

1 of 63

$1,051,000

Beds

3.1

Baths

2,962

Sq.Ft.

15030 New Windsor Road

New Windsor, MD

Courtesy of NEW SOLUTIONS REALTY

4205 Sams Creek Road New Windsor, MD MLS# MDCR2023040 - Image 1

4205 Sams Creek Road New Windsor, MD MLS# MDCR2023040 - Image 2

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1 of 104

$1,475,000

Beds

3.0

Baths

2,210

Sq.Ft.

4205 Sams Creek Road

New Windsor, MD

Courtesy of WILLIAM PENN REAL ESTATE ASSOC

2995 Sams Creek Road New Windsor, MD MLS# MDCR2027186 - Image 1

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Virtual Tour

1 of 129

$2,250,000

Beds

5.0

Baths

7,732

Sq.Ft.

2995 Sams Creek Road

New Windsor, MD

Courtesy of RE/MAX ADVANTAGE REALTY

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Virtual Tour

1 of 126

$2,250,000

Beds

5.0

Baths

7,732

Sq.Ft.

2995 Sams Creek Road

New Windsor, MD

Courtesy of RE/MAX ADVANTAGE REALTY

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: 32
Estimated median home price: $449,950

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

Homes for Sale by Type in New Windsor, MD

Property Type	Count
Single Family	18
Townhouse	0
Condo	2
Commercial	4
Rental	2
Lots and Land	4
Condo/Town/CoOp	0
CoOp	0
Multi Family	1
Mobile Home	0
Farms	3

(Data as of 12/9/2025)

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21776

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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