2,586

New Windsor, MD Homes

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  • /21

    $529,900

    $30K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 2,688 Sq Ft

    3235 Old Liberty Rd, New Windsor, MD 21776

    Fully Updated Brick Rancher, Main Level Features Open Concept Kitchen, Living Room and Dining Room. 3 Bedrooms, Full Bath and Laundry.Roof replaced in 2022. Added new insulation and a pull down latter from attic to garage for additional storage.A new submersible well pump system with 1/2 hp Goulds well pump and a new 33 Gal Pressure Tank was added in 2021LOWER LEVEL FEATURES

    Vanessa Chrisafis Sweet Properties, LLC

    3235 Old Liberty Rd, New Windsor, MD 21776
  • /46

    $600,000

    Sold Jun 24, 2026

    3330 Oakwood Dr, New Windsor, MD 21776

    • 4 Beds
    • 3.5 Baths
    • 2,332 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Below List Price
    • $257/SF
    • 3 Days On Market

    Current Estimated Value $615,283

    Last Listing Agent Christine Kirk Monument Sotheby's International Realty

    3330 Oakwood Dr, New Windsor, MD 21776
    • /110

      Est $1,019,796

      Not Listed For Sale

      9235 Albaugh Rd, New Windsor, MD 21776

      • 5 Beds
      • 5 Baths
      • 5,039 Sq Ft
      • Built 2005
      9235 Albaugh Rd, New Windsor, MD 21776

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Sarah Lipkowitz Northrop Realty

  • /26

    $399,900

    Under Contract
    • 3 Beds
    • 4 Baths
    • 4,156 Sq Ft

    3601 Hooper Rd, New Windsor, MD 21776

    Opportunity awaits at 3601 Hooper Rd. in New Windsor! Situated on approximately half an acre, this spacious detached home offers over 4,100 square feet of living space and an incredible chance to complete a renovation already well underway. Public records reflect a home built in 1972 on a 0.51-acre lot, providing a generous footprint with endless possibilities. A significant amount of the heavy

    Ashley Dominick Coldwell Banker Realty

    3601 Hooper Rd, New Windsor, MD 21776
  • /2

    $405,000

    Sold Mar 27, 2026

    1037 Western Chapel Rd, New Windsor, MD 21776

    • 3 Beds
    • 2 Baths
    • 2,344 Sq Ft
    • Built 1973

    Last Sold Summary

    • 15% Below List Price
    • $173/SF
    • 75 Days On Market

    Current Estimated Value $425,946

    Last Listing Agent SEAN PERKINS Knot6 Real Estate Services

    1037 Western Chapel Rd, New Windsor, MD 21776
    • /63

      Est $879,874

      Not Listed For Sale

      9359 Albaugh Rd, New Windsor, MD 21776

      • 5 Beds
      • 3.5 Baths
      • 3,005 Sq Ft
      • Built 2004
      9359 Albaugh Rd, New Windsor, MD 21776

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Tammy Durbin Long & Foster Real Estate, Inc.

  • /33

    $500,000

    • 3 Beds
    • 3 Baths
    • 4,140 Sq Ft

    2245 Doctor Stitely Rd, New Windsor, MD 21776

    Looking for privacy, a versatile layout, and plenty of room to enjoy the outdoors? You've found your next home! The main level features a cozy living room and fireplace, a functional kitchen with all appliances to stay, a large dining room, a primary bedroom with ensuite bath, and two bedrooms with a hallway full bath. A walk-up attic provides excellent storage space. The finished basement is a

    Steph Aumen Harget Realty Group

    2245 Doctor Stitely Rd, New Windsor, MD 21776
  • /72

    $399,990

    Sold Oct 17, 2025

    2820 Union Square Rd Unit 5, New Windsor, MD 21776

    • 3 Beds
    • 4 Baths
    • 2,236 Sq Ft
    • Built 2017

    Last Sold Summary

    • $179/SF
    • 163 Days On Market

    Current Estimated Value $419,841

    Last Listing Agent Denise Lewis Brook-Owen Real Estate

    2820 Union Square Rd Unit 5, New Windsor, MD 21776
    • /43

      Est $590,942

      Not Listed For Sale

      3853 Buffalo Rd, New Windsor, MD 21776

      • 3 Beds
      • 2.5 Baths
      • 2,388 Sq Ft
      • Built 2001
      3853 Buffalo Rd, New Windsor, MD 21776

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Bob Lucido Keller Williams Lucido Agency

  • /24

    $339,900

    $10K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,408 Sq Ft

    204 Church St, New Windsor, MD 21776

    The beauty of this 1899 Victorian Style Colonial offers unique historic charm, with thoughtful updates throughout. Whether it’s sipping your morning coffee or evening relaxation, the full covered front porch is the perfect outdoor living space. As you enter, you will find beautiful oak hardwood flooring throughout the living and dining rooms that was just professionally refinished about a year

    Virginia Rizzo Long & Foster Real Estate, Inc.

    204 Church St, New Windsor, MD 21776
  • /84

    $535,000

    Sold Aug 03, 2026

    3300 Hawks Hill Rd, New Windsor, MD 21776

    • 2 Beds
    • 3 Baths
    • 2,714 Sq Ft
    • Built 1964

    Last Sold Summary

    • 5% Below List Price
    • $197/SF
    • 37 Days On Market

    Current Estimated Value $555,498

    Last Listing Agent Kirk Steffes Cummings & Co. Realtors

    3300 Hawks Hill Rd, New Windsor, MD 21776
    • /114

      Est $1,331,349

      Not Listed For Sale

      3165 Buffalo Rd, New Windsor, MD 21776

      • 4 Beds
      • 5 Baths
      • 5,910 Sq Ft
      • Built 2001
      3165 Buffalo Rd, New Windsor, MD 21776

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Bob Lucido Keller Williams Lucido Agency

  • /4

    $299,900

    • Land
    • 1.53 Acres
    • $196,013 per Acre

    0 Nicodemus Rd Unit MDCR2036480, New Windsor, MD 21776

    NOT A DRIVE BY, DO NOT PULL IN THE DRIVEWAY- READ DETAILED INSTRUCTIONS ON HOW TO SHOW. (bottom of agent remarks) NOT A DRIVE BY. PLEASE READ CAREFULLY- The sale of this lot includes the sale of an adjoining lot - tax ID is in agent remarks- it is 6.28 acres and is NOT buildable. The lot is very wooded & sloped & is in a flood plain. 1.5 lot IS a buildable lot, with a well in place & it has a

    Jeannette Hitchcock RE/MAX Solutions

    0 Nicodemus Rd Unit MDCR2036480, New Windsor, MD 21776
  • /66

    $445,000

    Sold Sep 18, 2025

    1188 Jo Apter Place, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 1,786 Sq Ft
    • Built 1997

    Last Sold Summary

    • $249/SF
    • 7 Days On Market

    Current Estimated Value $453,060

    Last Listing Agent Blake Haegele Charis Realty Group

    1188 Jo Apter Place, New Windsor, MD 21776
    • /69

      Est $889,076

      Not Listed For Sale

      9042 Albaugh Rd, New Windsor, MD 21776

      • 7 Beds
      • 5 Baths
      • 2,684 Sq Ft
      • Built 1998
      9042 Albaugh Rd, New Windsor, MD 21776

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Hugo Quinonez RE/MAX Results

  • /17

    $199,900

    • Land
    • 8.8 Acres
    • $22,716 per Acre

    3816 A Jim Smith Ln, New Windsor, MD 21776

    Build your dream home on this ready-to-go lot at 3816 Jim Smith Lane, New Windsor, MD. This property comes with a recent survey, a passing perk test, and some county permits in place, simplifying your planning process. A perk test produced a positive yield for a 2-bedroom home, Enjoy the flexibility to design your ideal space in a serene, private setting while being conveniently located near

    Bob Chew Samson Properties

    3816 A Jim Smith Ln, New Windsor, MD 21776
  • /24

    $375,000

    Sold Jan 29, 2026

    2810 Union Square Rd, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 2,044 Sq Ft
    • Built 2016

    Last Sold Summary

    • $183/SF
    • 277 Days On Market

    Last Listing Agent Corey Campbell EXP Realty, LLC

    2810 Union Square Rd, New Windsor, MD 21776
    • /53

      Est $546,899

      Not Listed For Sale

      3101 Buffalo Rd, New Windsor, MD 21776

      • 3 Beds
      • 3 Baths
      • 2,220 Sq Ft
      • Built 1984
      3101 Buffalo Rd, New Windsor, MD 21776

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Tammy Durbin Long & Foster Real Estate, Inc.

  • /41

    $275,000

    Pending
    • 2 Beds
    • 2 Baths
    • 971 Sq Ft

    2820 Carlisle Dr, New Windsor, MD 21776

    This condo checks all the boxes for comfortable, worry-free living. The primary bedroom features its own attached bathroom, giving you a private retreat at the end of the day. Recent updates add real peace of mind: the storm windows and door were all replaced in 2024, and the attached 1-car garage door was also replaced in 2024 and comes with a lifetime warranty. A central vacuum system adds an

    Bret Merson Keller Williams Realty Centre

    2820 Carlisle Dr, New Windsor, MD 21776
  • /2

    $460,000

    Sold Jul 01, 2026

    1218 Jo Apter Place, New Windsor, MD 21776

    • 4 Beds
    • 3 Baths
    • 1,224 Sq Ft
    • Built 1998

    Last Sold Summary

    • $376/SF

    Current Estimated Value $444,881

    Last Listing Agent Amy Scialdo EXP Realty, LLC

    1218 Jo Apter Place, New Windsor, MD 21776
    • /42

      Est $558,233

      Not Listed For Sale

      15307A Oak Orchard Rd, New Windsor, MD 21776

      • 4 Beds
      • 3 Baths
      • 2,004 Sq Ft
      • Built 1972
      15307A Oak Orchard Rd, New Windsor, MD 21776

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Jim Bass Real Estate Teams, LLC

  • /52

    $475,000

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,224 Sq Ft

    2812 Town View Cir, New Windsor, MD 21776

    Beautifully updated villa-style townhouse residence offering 3 bedrooms and 2.5 bathrooms in sought-after Snader’s Summit. // A covered front patio welcomes you inside the main level, where hardwood floors flow throughout the foyer with a convenient powder room and continue into the open-concept great room. // The dining area, accented by a chandelier, sits adjacent to the stunning eat-in kitchen

    Bob Lucido Keller Williams Lucido Agency

    2812 Town View Cir, New Windsor, MD 21776
  • /57

    $620,000

    Sold Feb 10, 2026

    14695 Oak Orchard Rd, New Windsor, MD 21776

    • 4 Beds
    • 2.5 Baths
    • 2,088 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $297/SF
    • 5 Days On Market

    Current Estimated Value $625,461

    Last Listing Agent Tammy Durbin Long & Foster Real Estate, Inc.

    14695 Oak Orchard Rd, New Windsor, MD 21776
    • /62

      Est $476,004

      Not Listed For Sale

      15605 Barnes Rd, New Windsor, MD 21776

      • 5 Beds
      • 3 Baths
      • 2,000 Sq Ft
      • Built 1970
      15605 Barnes Rd, New Windsor, MD 21776

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Tyler Charles Long & Foster Real Estate, Inc.

  • /70

    $540,000

    $10K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 2,774 Sq Ft

    2828 Graybill Ct, New Windsor, MD 21776

    Owner will allow a short term rental at $3500 per month. Unfurnished. Rent to own also possible. This is a massive and versatile home offering endless possibilities for today's evolving lifestyle. Hiding behind what looks to be an average size home is amazing - 5 bedrooms, 4.5 bathrooms, two full kitchens, 2 living rooms, two washers, and two dryers! This unique home is thoughtfully designed to

    Kelly Steichen EXIT Realty Center

    2828 Graybill Ct, New Windsor, MD 21776
  • /49

    $415,000

    Sold Dec 04, 2025

    2910 Union Square Rd Unit 34, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 2,164 Sq Ft
    • Built 2019

    Last Sold Summary

    • $192/SF
    • 21 Days On Market

    Current Estimated Value $429,395

    Last Listing Agent Robyn McGrew Cummings & Co. Realtors

    2910 Union Square Rd Unit 34, New Windsor, MD 21776
    • /88

      Est $698,870

      Not Listed For Sale

      3711 Buffalo Rd, New Windsor, MD 21776

      • 4 Beds
      • 4.5 Baths
      • 3,847 Sq Ft
      • Built 1978
      3711 Buffalo Rd, New Windsor, MD 21776

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Anthony Verdi IMPACT Maryland Real Estate

  • /48

    $699,900

    $25K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 3,209 Sq Ft

    2140 Marston Rd, New Windsor, MD 21776

    *NEW PRICE* Welcome Home to This custom built Colonial on nearly 2 beautiful acres here in New Windsor, MD. The home is very charming with a unique layout and original hardwood flooring, while the setting is private and the views from the wrap around porch and patio are unmatched! The main level features a primary bedroom, full bath w/ custom shower, and walkin closet.. vaulted ceilings in the

    Edward Treadwell LPT Realty, LLC

    2140 Marston Rd, New Windsor, MD 21776
  • /20

    $205,000

    Sold Dec 16, 2025

    418 Church St, New Windsor, MD 21776

    • 2 Beds
    • 1 Bath
    • 1,416 Sq Ft
    • Built 1924

    Last Sold Summary

    • $145/SF
    • 4 Days On Market

    Current Estimated Value $228,135

    Last Listing Agent Ali Haghgoo EXP Realty, LLC

    418 Church St, New Windsor, MD 21776
    • /4

      Est $411,016

      Not Listed For Sale

      14614 Toll Rd, New Windsor, MD 21776

      • 4 Beds
      • 2 Baths
      • 1,460 Sq Ft
      • Built 1967
      14614 Toll Rd, New Windsor, MD 21776

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Marilynn Anderson Samson Properties

  • /70

    $2,350,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 3,688 Sq Ft

    3501 Sams Creek Rd, New Windsor, MD 21776

    Experience serene living on this unique 88-acre estate, where vintage charm meets modern luxury. The main house showcases wide plank wood floors and original stonework throughout, blending historical elegance with contemporary design. The spacious living room features a brick fireplace, perfect for cozy evenings, while the dining room is ideal for gatherings. Enjoy stunning morning views from the

    Tony 'C' Checchia VCRE.CO

    3501 Sams Creek Rd, New Windsor, MD 21776
  • /10

    $550,000

    Sold Dec 23, 2025

    1414 Old New Windsor Rd, New Windsor, MD 21776

    • 5 Beds
    • 4 Baths
    • 3,216 Sq Ft
    • Built 1985

    Last Sold Summary

    • $171/SF
    • 29 Days On Market

    Current Estimated Value $567,112

    Last Listing Agent Cathy Blassino The KW Collective

    1414 Old New Windsor Rd, New Windsor, MD 21776
    • /26

      Est $384,934

      Not Listed For Sale

      420 Church St, New Windsor, MD 21776

      • 4 Beds
      • 1.5 Baths
      • 1,845 Sq Ft
      • Built 1945
      420 Church St, New Windsor, MD 21776

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Brandon Spicer RE/MAX Solutions

  • /57

    $724,900

    Pending
    • 3 Beds
    • 3.5 Baths
    • 3,290 Sq Ft

    1801 Nicodemus Rd, New Windsor, MD 21776

    There's a reason the current owners chose this property above all others: privacy. Tucked on 1.2 private acres and bordered by Forest Conservation land, this custom-built rancher was designed around the idea of quiet, uninterrupted space — without giving up easy access to everyday life.Picture pulling up the drive and being surrounded by trees on every side, nature trails just steps from

    Elizabeth Jorge Real Broker, LLC - Annapolis

    1801 Nicodemus Rd, New Windsor, MD 21776
  • /45

    $550,000

    Sold Jun 11, 2026

    2607 Marston Rd, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 2,184 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Above List Price
    • $252/SF
    • 3 Days On Market

    Current Estimated Value $545,377

    Last Listing Agent Joanie Hynes EXP Realty, LLC

    2607 Marston Rd, New Windsor, MD 21776
    • /21

      Est $224,154

      Not Listed For Sale

      2825 Carlisle Dr, New Windsor, MD 21776

      • 1 Bed
      • 1 Bath
      • 971 Sq Ft
      • Built 1996
      2825 Carlisle Dr, New Windsor, MD 21776

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Edward Treadwell LPT Realty, LLC

  • /36

    $309,000

    $40K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,936 Sq Ft

    221 Main St, New Windsor, MD 21776

    Look at this gorgeous Colonial home featuring stunning craftsmanship and beautiful woodwork including original pocket doors and custom handrails on the flowing staircase leading to 4 generous sized bedrooms on the second level. The sellers are motivated and must move. Act Now. Open to ALL reasonable offers, and eager to negotiate. Schedule your private showing today and see the possibilities for

    Frank Lancelotta Corner House Realty

    221 Main St, New Windsor, MD 21776
  • /45

    $450,000

    Sold May 22, 2026

    2723 Town View Cir, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 2,320 Sq Ft
    • Built 2020

    Last Sold Summary

    • $194/SF
    • 15 Days On Market

    Current Estimated Value $453,915

    Last Listing Agent Stephanie Myers Long & Foster Real Estate, Inc.

    2723 Town View Cir, New Windsor, MD 21776
    • /53

      Est $422,568

      Not Listed For Sale

      306 College Ave, New Windsor, MD 21776

      • 3 Beds
      • 2 Baths
      • 2,258 Sq Ft
      • Built 1948
      306 College Ave, New Windsor, MD 21776

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Melissa Kesner-Fultz Coldwell Banker Realty

  • /50

    $650,000

    Pending
    • 4 Beds
    • 3 Baths
    • 3,440 Sq Ft

    3625 Hooper Rd, New Windsor, MD 21776

    Professional Photos Coming Soon!! Welcome home to this beautifully maintained detached home offering 4 bedrooms and 3 full baths, perfectly situated on a private lot backing to trees. The expanded owner’s suite provides a spacious private retreat with plenty of room to relax and unwind.The light-filled living room features a large bay window that fills the home with natural sunlight,

    Cynthia Grimes Berkshire Hathaway HomeServices PenFed Realty

    3625 Hooper Rd, New Windsor, MD 21776

Showing Results 41 - 80, Page 2 of 18

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