319

Recently Sold Homes in 21550

Section Image
  • /97

    $985,000

    Sold Nov 10, 2025

    360 Biltmore View, McHenry, MD 21541

    • 5 Beds
    • 3.5 Baths
    • 3,756 Sq Ft
    • Built 2017

    Last Sold Summary

    • $262/SF
    • 173 Days On Market

    Current Estimated Value $996,455

    Last Listing Agent Justin Liller Railey Realty, Inc.

    360 Biltmore View, McHenry, MD 21541
  • /65

    $280,500

    Sold Sep 12, 2025

    290 Crellin Underwood Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft
    • Built 1982

    Last Sold Summary

    • $127/SF
    • 96 Days On Market

    Current Estimated Value $295,463

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    290 Crellin Underwood Rd, Oakland, MD 21550
  • /25

    $28,000

    Sold Jun 02, 2026

    9 Timber Falls Rd, Oakland, MD 21550

    • Land
    • 6.9 Acres
    • $4,058 per Acre

    Last Sold Summary

    • 220 Days On Market

    Last Listing Agent Jesse Shimrock Railey Realty, Inc.

    9 Timber Falls Rd, Oakland, MD 21550
  • /59

    $707,500

    Sold Aug 14, 2026

    12 Arrowhead Ln, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Below List Price
    • $429/SF
    • 29 Days On Market

    Current Estimated Value $683,362

    Last Listing Agent Julie Mead The KW Collective

    12 Arrowhead Ln, Oakland, MD 21550
  • /41

    $239,900

    Sold Sep 12, 2025

    502 E Oak St, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1956

    Last Sold Summary

    • $143/SF
    • 17 Days On Market

    Current Estimated Value $249,014

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    502 E Oak St, Oakland, MD 21550
  • /75

    $860,000

    Sold Aug 05, 2026

    75 Fern Loop, McHenry, MD 21541

    • 3 Beds
    • 2.5 Baths
    • 2,912 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $295/SF
    • 49 Days On Market

    Last Listing Agent Kelsey Meyers Railey Realty, Inc.

    75 Fern Loop, McHenry, MD 21541
  • /53

    $495,000

    Sold Oct 08, 2025

    131 Rock Ridge Ln Unit 12, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 2,422 Sq Ft
    • Built 2004

    Last Sold Summary

    • $204/SF
    • 106 Days On Market

    Current Estimated Value $483,207

    Last Listing Agent Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    131 Rock Ridge Ln Unit 12, Oakland, MD 21550
  • /67

    $760,000

    Sold Nov 14, 2025

    62 Middleton Rd, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 2,397 Sq Ft
    • Built 1993

    Last Sold Summary

    • $317/SF
    • 113 Days On Market

    Current Estimated Value $797,633

    Last Listing Agent Jon Bell Railey Realty, Inc.

    62 Middleton Rd, Oakland, MD 21550
  • /63

    $920,000

    Sold Aug 22, 2025

    254 Middleton Rd, Oakland, MD 21550

    • 4 Beds
    • 4 Baths
    • 2,400 Sq Ft
    • Built 1994

    Last Sold Summary

    • $383/SF
    • 19 Days On Market

    Current Estimated Value $976,771

    Last Listing Agent Jon Bell Railey Realty, Inc.

    254 Middleton Rd, Oakland, MD 21550
  • /10

    $90,000

    Sold Jul 22, 2026

    0 Meadow Ct Unit MDGA2011316, Oakland, MD 21550

    • Land
    • 1.7 Acres
    • $52,941 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 89 Days On Market

    Last Listing Agent Eric Crawford Taylor-Made Deep Creek Real Estate, LLC

    0 Meadow Ct Unit MDGA2011316, Oakland, MD 21550
  • /33

    $150,000

    Sold Dec 17, 2025

    111 Knoll Crest Heights Dr, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 3,504 Sq Ft
    • Built 1971

    Last Sold Summary

    • $43/SF
    • 48 Days On Market

    Current Estimated Value $169,776

    Last Listing Agent Dan (Sussan) Duggan 1 Real Estate Source LLC

    111 Knoll Crest Heights Dr, Oakland, MD 21550
  • /43

    $460,000

    Sold Oct 24, 2025

    180 Mystic Creek Trail Unit 3A, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 2,200 Sq Ft
    • Built 2009

    Last Sold Summary

    • $209/SF
    • 16 Days On Market

    Current Estimated Value $467,891

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    180 Mystic Creek Trail Unit 3A, Oakland, MD 21550
  • /32

    $139,000

    Sold Aug 15, 2025

    4960 Hutton Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • Built 1971

    Last Sold Summary

    • $129/SF
    • 205 Days On Market

    Current Estimated Value $151,021

    Last Listing Agent Justin Liller Railey Realty, Inc.

    4960 Hutton Rd, Oakland, MD 21550
  • /108

    $370,000

    Sold Oct 10, 2025

    220 N 11th St, Oakland, MD 21550

    • 4 Beds
    • 2.5 Baths
    • 3,159 Sq Ft
    • Built 1972

    Last Sold Summary

    • $117/SF
    • 12 Days On Market

    Current Estimated Value $386,073

    Last Listing Agent Justin Liller Railey Realty, Inc.

    220 N 11th St, Oakland, MD 21550
  • /37

    $199,000

    Sold Feb 25, 2026

    1108 Hutton Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1989

    Last Sold Summary

    • $207/SF
    • 3 Days On Market

    Current Estimated Value $209,163

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    1108 Hutton Rd, Oakland, MD 21550
  • /40

    $311,500

    Sold Aug 22, 2025

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft
    • Built 1997

    Last Sold Summary

    • $389/SF
    • 167 Days On Market

    Current Estimated Value $306,800

    Last Listing Agent Eric Crawford Taylor-Made Deep Creek Real Estate, LLC

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
  • /68

    $1,400,000

    Sold Jan 30, 2026

    3067 Shingle Camp Rd, Mc Henry, MD 21541

    • 5 Beds
    • 4 Baths
    • 3,300 Sq Ft
    • Built 1999

    Last Sold Summary

    • $424/SF
    • 149 Days On Market

    Current Estimated Value $1,482,303

    Last Listing Agent Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    3067 Shingle Camp Rd, Mc Henry, MD 21541
  • /79

    $925,000

    Sold Oct 07, 2025

    1473 Pergin Farm Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,230 Sq Ft
    • Built 1945

    Last Sold Summary

    • $415/SF
    • 93 Days On Market

    Current Estimated Value $1,445,648

    Last Listing Agent Tony Migliaccio Long & Foster Real Estate, Inc.

    1473 Pergin Farm Rd, Oakland, MD 21550
  • /73

    $285,000

    Sold Oct 06, 2025

    122 Earl Hauser Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 2012

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Current Estimated Value $298,000

    Last Listing Agent Rich Orr Railey Realty, Inc.

    122 Earl Hauser Rd, Oakland, MD 21550
  • /27

    $712,500

    Sold Dec 30, 2025

    939 Glendale Rd Unit 19, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1994

    Last Sold Summary

    • $498/SF
    • 91 Days On Market

    Last Listing Agent Rick Davis Richard A. Davis & Associates

    939 Glendale Rd Unit 19, Oakland, MD 21550
  • /8

    $20,000

    Sold Jun 30, 2026

    460 W Liberty St, Oakland, MD 21550

    • Land
    • 13,503 Sq Ft
    • $64,516 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 28 Days On Market

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    460 W Liberty St, Oakland, MD 21550
  • /8

    $79,900

    Sold Apr 03, 2026

    Lot 2 Pergin Farm Rd, Oakland, MD 21550

    • Land
    • 3.67 Acres
    • $21,771 per Acre

    Last Sold Summary

    • 3 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    Lot 2 Pergin Farm Rd, Oakland, MD 21550
  • /92

    $635,000

    Sold Sep 26, 2025

    5 Arrowhead Ln, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 1988

    Last Sold Summary

    • $385/SF
    • 116 Days On Market

    Current Estimated Value $633,889

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    5 Arrowhead Ln, Oakland, MD 21550
  • /2

    $280,000

    Sold Feb 23, 2026

    1359 Cedar Ln, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $194/SF
    • 8 Days On Market

    Current Estimated Value $265,671

    Last Listing Agent Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    1359 Cedar Ln, Oakland, MD 21550
  • /28

    $185,000

    Sold Jul 10, 2026

    512 Roanoke Ave, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 1976

    Last Sold Summary

    • $193/SF
    • 13 Days On Market

    Current Estimated Value $180,196

    Last Listing Agent Brady Harden Coldwell Banker Premier

    512 Roanoke Ave, Oakland, MD 21550
  • /50

    $305,000

    Sold Jul 17, 2026

    29 Woodmont Ln, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • Built 1995

    Last Sold Summary

    • 6% Below List Price
    • $151/SF
    • 12 Days On Market

    Current Estimated Value $315,516

    Last Listing Agent Brent Housley Railey Realty, Inc.

    29 Woodmont Ln, Oakland, MD 21550
  • /26

    $390,000

    Sold Jul 31, 2026

    LOT 25 Holy Cross Dr, Oakland, MD 21550

    • Land
    • 1.34 Acres
    • $291,045 per Acre

    Last Sold Summary

    • 337 Days On Market

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    LOT 25 Holy Cross Dr, Oakland, MD 21550
  • /12

    $154,900

    Sold Aug 25, 2025

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550

    • Land
    • 26,136 Sq Ft
    • $258,167 per Acre

    Last Sold Summary

    • 17 Days On Market

    Last Listing Agent Andrew Eiswert Railey Realty, Inc.

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550
  • /58

    $1,425,000

    Sold Oct 28, 2025

    20676 Garrett Hwy, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 2,280 Sq Ft
    • Built 2015

    Last Sold Summary

    • $625/SF
    • 17 Days On Market

    Current Estimated Value $1,503,507

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    20676 Garrett Hwy, Oakland, MD 21550
  • /45

    $149,900

    Sold Jul 07, 2026

    115 Woodmont Ln, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1975

    Last Sold Summary

    • $149/SF
    • 2 Days On Market

    Current Estimated Value $149,690

    Last Listing Agent Mike Fenton Railey Realty, Inc.

    115 Woodmont Ln, Oakland, MD 21550
  • /4

    $3,000

    Sold Oct 24, 2025

    Lot 27 Stool Rock Rd, Oakland, MD 21550

    • Land
    • 22,215 Sq Ft
    • $5,882 per Acre

    Last Sold Summary

    • 67 Days On Market

    Last Listing Agent Elizabeth Broadwater Taylor-Made Deep Creek Real Estate, LLC

    Lot 27 Stool Rock Rd, Oakland, MD 21550
  • /113

    $900,000

    Sold Nov 14, 2025

    102 Mountainview Ct, Oakland, MD 21550

    • 7 Beds
    • 4.5 Baths
    • 5,376 Sq Ft
    • Built 2010

    Last Sold Summary

    • $167/SF
    • 139 Days On Market

    Current Estimated Value $1,000,755

    Last Listing Agent Kathy Gibson Railey Realty, Inc.

    102 Mountainview Ct, Oakland, MD 21550
  • /32

    $255,000

    Sold Apr 13, 2026

    6485 Oakland Sang Run Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Built 1966

    Last Sold Summary

    • 7% Below List Price
    • $218/SF
    • 6 Days On Market

    Current Estimated Value $265,797

    Last Listing Agent Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    6485 Oakland Sang Run Rd, Oakland, MD 21550
  • /51

    $180,000

    Sold Mar 20, 2026

    565 Glendale Rd Unit 204B, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 460 Sq Ft
    • Built 2006

    Last Sold Summary

    • $391/SF
    • 83 Days On Market

    Last Listing Agent Rachel Bruch Railey Realty, Inc.

    565 Glendale Rd Unit 204B, Oakland, MD 21550
  • /67

    $790,000

    Sold Apr 24, 2026

    116 Chimney Rock Ln, McHenry, MD 21541

    • 5 Beds
    • 4.5 Baths
    • 2,964 Sq Ft
    • Built 2025

    Last Sold Summary

    • $267/SF
    • 246 Days On Market

    Current Estimated Value $808,118

    Last Listing Agent Jon Bell Railey Realty, Inc.

    116 Chimney Rock Ln, McHenry, MD 21541
  • /10

    $240,000

    Sold Apr 01, 2026

    Lot G Randall Way, Oakland, MD 21550

    • Land
    • 2.07 Acres
    • $115,942 per Acre

    Last Sold Summary

    • 47% Below List Price
    • 352 Days On Market

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    Lot G Randall Way, Oakland, MD 21550
  • /17

    $35,000

    Sold Jul 09, 2026

    Lot 1 Cherrywood Dr, Oakland, MD 21550

    • Land
    • 3.03 Acres
    • $11,551 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 494 Days On Market

    Last Listing Agent Amy Skipper Railey Realty, Inc.

    Lot 1 Cherrywood Dr, Oakland, MD 21550
  • /98

    $399,000

    Sold Feb 13, 2026

    180 Paradise Ridge Rd, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1979

    Last Sold Summary

    • $346/SF
    • 334 Days On Market

    Current Estimated Value $444,545

    Last Listing Agent Justin Liller Railey Realty, Inc.

    180 Paradise Ridge Rd, Oakland, MD 21550
  • /42

    $545,000

    Sold Sep 22, 2025

    793 Mountainview Dr, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft
    • Built 1995

    Last Sold Summary

    • $348/SF
    • 23 Days On Market

    Current Estimated Value $601,518

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    793 Mountainview Dr, Oakland, MD 21550
  • /48

    $250,000

    Sold Mar 27, 2026

    702 Sunshine Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 2009

    Last Sold Summary

    • 9% Below List Price
    • $135/SF
    • 16 Days On Market

    Current Estimated Value $266,113

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    702 Sunshine Dr, Oakland, MD 21550

Showing Results 41 - 80, Page 2 of 8

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