70

Recently Sold Homes in 21776

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  • /64

    $549,000

    Sold Apr 28, 2026

    1589 Smiley Dr, New Windsor, MD 21776

    • 4 Beds
    • 3 Baths
    • 1,584 Sq Ft
    • Built 1985

    Last Sold Summary

    • $347/SF
    • 6 Days On Market

    Current Estimated Value $548,949

    Last Listing Agent Chuck Zepp EXP Realty, LLC

    1589 Smiley Dr, New Windsor, MD 21776
  • /34

    $405,000

    Sold Aug 15, 2025

    2637 Old New Windsor Pike, New Windsor, MD 21776

    • 3 Beds
    • 1 Bath
    • 1,384 Sq Ft
    • Built 1955

    Last Sold Summary

    • $293/SF
    • 4 Days On Market

    Current Estimated Value $410,316

    Last Listing Agent Courtney Gibson Kelly and Co Realty, LLC

    2637 Old New Windsor Pike, New Windsor, MD 21776
  • /75

    $565,000

    Sold Dec 22, 2025

    14901 New Windsor Rd, New Windsor, MD 21776

    • 4 Beds
    • 3 Baths
    • 2,248 Sq Ft
    • Built 1967

    Last Sold Summary

    • $251/SF
    • 68 Days On Market

    Current Estimated Value $510,579

    Last Listing Agent Amos Martin VCRE.CO

    14901 New Windsor Rd, New Windsor, MD 21776
  • /25

    $300,000

    Sold Feb 27, 2026

    1011 Chapel Rd, New Windsor, MD 21776

    • 3 Beds
    • 1.5 Baths
    • 820 Sq Ft
    • Built 1985

    Last Sold Summary

    • 20% Above List Price
    • $366/SF
    • 34 Days On Market

    Current Estimated Value $360,941

    Last Listing Agent Elisabeth Yeager Homes and Farms Real Estate

    1011 Chapel Rd, New Windsor, MD 21776
  • /5

    $174,420

    Sold Sep 11, 2025

    13+/- ACRES Buffalo Rd, New Windsor, MD 21776

    • Land
    • 13 Acres
    • $13,417 per Acre

    Last Sold Summary

    • 41 Days On Market

    Last Listing Agent Kaleb Hurley Hurley Real Estate & Auctions

    13+/- ACRES Buffalo Rd, New Windsor, MD 21776
  • /41

    $280,000

    Sold May 07, 2026

    2814 Carlisle Dr, New Windsor, MD 21776

    • 2 Beds
    • 2 Baths
    • 971 Sq Ft
    • Built 1995

    Last Sold Summary

    • 2% Above List Price
    • $288/SF
    • 2 Days On Market

    Current Estimated Value $255,545

    Last Listing Agent Jessica Sauls The KW Collective

    2814 Carlisle Dr, New Windsor, MD 21776
  • /40

    $325,000

    Sold May 15, 2026

    227 Main St, New Windsor, MD 21776

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1854

    Last Sold Summary

    • $181/SF
    • 22 Days On Market

    Current Estimated Value $316,356

    Last Listing Agent Benjamin Turfle Northrop Realty

    227 Main St, New Windsor, MD 21776
  • /49

    $629,000

    Sold Aug 15, 2025

    4024 Roop Rd, New Windsor, MD 21776

    • 4 Beds
    • 3.5 Baths
    • 3,320 Sq Ft
    • Built 1994

    Last Sold Summary

    • $189/SF
    • 18 Days On Market

    Current Estimated Value $663,410

    Last Listing Agent Tracy Diamond EXP Realty, LLC

    4024 Roop Rd, New Windsor, MD 21776
  • /38

    $380,000

    Sold Sep 08, 2025

    120 S Clear Ridge Rd, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 1,264 Sq Ft
    • Built 1885

    Last Sold Summary

    • $301/SF
    • 11 Days On Market

    Current Estimated Value $360,950

    Last Listing Agent Nick Kellar LPT Realty, LLC

    120 S Clear Ridge Rd, New Windsor, MD 21776
  • /27

    $445,000

    Sold Apr 16, 2026

    2757 Town View Cir, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Built 2022

    Last Sold Summary

    • 1% Below List Price
    • $193/SF
    • 32 Days On Market

    Current Estimated Value $446,440

    Last Listing Agent Kelly Rumbaugh Homes and Farms Real Estate

    2757 Town View Cir, New Windsor, MD 21776
  • /54

    $410,000

    Sold Nov 21, 2025

    2851 Union Square Rd Unit 68, New Windsor, MD 21776

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Built 2018

    Last Sold Summary

    • $205/SF
    • 22 Days On Market

    Current Estimated Value $414,993

    Last Listing Agent Amy Saxe RE/MAX Advantage Realty

    2851 Union Square Rd Unit 68, New Windsor, MD 21776
  • /43

    $662,500

    Sold Apr 29, 2026

    10301 Mckinstry Mill Rd, New Windsor, MD 21776

    • 4 Beds
    • 4.5 Baths
    • 5,770 Sq Ft
    • Built 1848

    Last Sold Summary

    • 66% Above List Price
    • $115/SF
    • 17 Days On Market

    Current Estimated Value $1,238,996

    Last Listing Agent Melanie James Berkshire Hathaway HomeServices Homesale Realty

    10301 Mckinstry Mill Rd, New Windsor, MD 21776
  • /19

    $190,000

    Sold Dec 15, 2025

    3263 Hawks Hill Rd, New Windsor, MD 21776

    • 3 Beds
    • 2 Baths
    • 1,184 Sq Ft
    • Built 1977

    Last Sold Summary

    • $160/SF
    • 127 Days On Market

    Current Estimated Value $261,854

    Last Listing Agent Lacy Alston Long & Foster Real Estate, Inc.

    3263 Hawks Hill Rd, New Windsor, MD 21776
  • /37

    $430,000

    Sold May 21, 2026

    3190 Vista Ct, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 1,892 Sq Ft
    • Built 1996

    Last Sold Summary

    • $227/SF
    • 30 Days On Market

    Current Estimated Value $431,189

    Last Listing Agent Edward Treadwell LPT Realty, LLC

    3190 Vista Ct, New Windsor, MD 21776
  • /39

    $564,900

    Sold Oct 30, 2025

    14958 New Windsor Rd, New Windsor, MD 21776

    • 3 Beds
    • 1 Bath
    • 1,916 Sq Ft
    • Built 1957

    Last Sold Summary

    • $295/SF
    • 35 Days On Market

    Current Estimated Value $557,481

    Last Listing Agent Joseph McDonnell Corner House Realty

    14958 New Windsor Rd, New Windsor, MD 21776
  • /32

    $405,000

    Sold Nov 21, 2025

    2824 Graybill Ct, New Windsor, MD 21776

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 1999

    Last Sold Summary

    • $321/SF
    • 41 Days On Market

    Current Estimated Value $411,244

    Last Listing Agent Douglas Gardiner Long & Foster Real Estate, Inc.

    2824 Graybill Ct, New Windsor, MD 21776
  • /52

    $447,500

    Sold Oct 24, 2025

    1205 Jo Apter Place, New Windsor, MD 21776

    • 5 Beds
    • 3 Baths
    • 2,110 Sq Ft
    • Built 1997

    Last Sold Summary

    • $212/SF
    • 6 Days On Market

    Current Estimated Value $455,328

    Last Listing Agent Kathy Dixon Blue Crab Real Estate, LLC

    1205 Jo Apter Place, New Windsor, MD 21776
  • /2

    $335,000

    Sold Apr 10, 2026

    3007 Merle Ct, New Windsor, MD 21776

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 1972

    Last Sold Summary

    • $223/SF
    • 1 Day On Market

    Current Estimated Value $338,823

    Last Listing Agent Melissa Divers-Reed RE/MAX Solutions

    3007 Merle Ct, New Windsor, MD 21776
  • /36

    $370,000

    Sold Nov 10, 2025

    1912 Old New Windsor Rd, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 1,618 Sq Ft
    • Built 1889

    Last Sold Summary

    • $229/SF
    • 2 Days On Market

    Current Estimated Value $371,170

    Last Listing Agent Melissa Spittel Corner House Realty

    1912 Old New Windsor Rd, New Windsor, MD 21776
  • /35

    $402,000

    Sold Jan 15, 2026

    2235 Bowersox Rd, New Windsor, MD 21776

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 1976

    Last Sold Summary

    • $220/SF
    • 2 Days On Market

    Current Estimated Value $400,160

    Last Listing Agent Stacy Allwein Real Broker, LLC - Frederick

    2235 Bowersox Rd, New Windsor, MD 21776
  • /59

    $500,000

    Sold Jan 02, 2026

    3870 Roop Rd, New Windsor, MD 21776

    • 3 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • Built 1988

    Last Sold Summary

    • $270/SF
    • 13 Days On Market

    Current Estimated Value $510,700

    Last Listing Agent Jordan Chiaruttini RE/MAX Solutions

    3870 Roop Rd, New Windsor, MD 21776
  • /45

    $995,000

    Sold May 14, 2026

    15030 New Windsor Rd, New Windsor, MD 21776

    • 4 Beds
    • 3.5 Baths
    • 2,962 Sq Ft
    • Built 2025

    Last Sold Summary

    • $336/SF
    • 257 Days On Market

    Last Listing Agent Jennifer Liberto New Solutions Realty

    15030 New Windsor Rd, New Windsor, MD 21776
  • /8

    $280,000

    Sold Oct 31, 2025

    414 High St, New Windsor, MD 21776

    • 3 Beds
    • 2.5 Baths
    • 2,890 Sq Ft
    • Built 1872

    Last Sold Summary

    • $97/SF

    Current Estimated Value $452,217

    Last Listing Agent Richard Fox RE/MAX Realty Centre, Inc.

    414 High St, New Windsor, MD 21776
  • /10

    $185,500

    Sold Jan 23, 2026

    1142 Western Chapel Rd, New Windsor, MD 21776

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1950

    Last Sold Summary

    • $178/SF
    • 73 Days On Market

    Current Estimated Value $217,707

    Last Listing Agent Harry Bushrod United Real Estate Executives

    1142 Western Chapel Rd, New Windsor, MD 21776
  • /31

    $600,000

    Sold Oct 30, 2025

    2822 Town View Cir, New Windsor, MD 21776

    • 5 Beds
    • 3.5 Baths
    • 4,024 Sq Ft
    • Built 2023

    Last Sold Summary

    • $149/SF
    • 48 Days On Market

    Current Estimated Value $607,199

    Last Listing Agent Tiavonde Jones Berkshire Hathaway HomeServices PenFed Realty

    2822 Town View Cir, New Windsor, MD 21776
  • /44

    $590,000

    Sold Apr 30, 2026

    2832 Graybill Ct, New Windsor, MD 21776

    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Above List Price
    • $232/SF
    • 10 Days On Market

    Current Estimated Value $558,798

    Last Listing Agent Tricia Stonesifer Keller Williams Keystone Realty

    2832 Graybill Ct, New Windsor, MD 21776
  • /40

    $440,000

    Sold Sep 08, 2025

    296 Lambert Ave, New Windsor, MD 21776

    • 3 Beds
    • 3 Baths
    • 2,357 Sq Ft
    • Built 1960

    Last Sold Summary

    • $187/SF
    • 25 Days On Market

    Current Estimated Value $448,294

    Last Listing Agent Frank Lancelotta Corner House Realty

    296 Lambert Ave, New Windsor, MD 21776
  • /41

    $714,000

    Sold Sep 12, 2025

    52+/- ACRES Jim Smith Ln, New Windsor, MD 21776

    • Land
    • 52.75 Acres
    • $13,536 per Acre

    Last Sold Summary

    • 21 Days On Market

    Last Listing Agent Kaleb Hurley Hurley Real Estate & Auctions

    52+/- ACRES Jim Smith Ln, New Windsor, MD 21776
  • /46

    $480,000

    Sold Oct 14, 2025

    2829 Graybill Ct, New Windsor, MD 21776

    • 3 Beds
    • 4 Baths
    • 2,482 Sq Ft
    • Built 1998

    Last Sold Summary

    • $193/SF
    • 6 Days On Market

    Current Estimated Value $494,736

    Last Listing Agent Max Burton Mr. Lister Realty

    2829 Graybill Ct, New Windsor, MD 21776
  • /57

    $594,500

    Sold Jul 31, 2025

    1498 Mckinstrys Mill Rd, Union Bridge, MD 21791

    • 4 Beds
    • 1.5 Baths
    • 3,280 Sq Ft
    • Built 1849

    Last Sold Summary

    • $181/SF
    • 6 Days On Market

    Current Estimated Value $606,547

    Last Listing Agent Matt Aspey Bach Real Estate

    1498 Mckinstrys Mill Rd, Union Bridge, MD 21791

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