271

Recently Sold Oakland, MD Homes

Section Image
  • /20

    $17,000

    Sold Oct 29, 2025

    9 & 10 Grouse Run Rd, Oakland, MD 21550

    • Land
    • 41,817 Sq Ft
    • $17,708 per Acre

    Last Sold Summary

    • 50 Days On Market

    Last Listing Agent Brent Housley Railey Realty, Inc.

    9 & 10 Grouse Run Rd, Oakland, MD 21550
  • /2

    $8,000

    Sold Aug 29, 2025

    0 E Water St, Oakland, MD 21550

    • Land
    • 14,374 Sq Ft
    • $24,242 per Acre

    Last Sold Summary

    • 2 Days On Market

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

    0 E Water St, Oakland, MD 21550
  • /22

    $60,000

    Sold Apr 24, 2026

    3501 George Washington Hwy, Oakland, MD 21550

    • Land
    • 2.86 Acres
    • $20,979 per Acre

    Last Sold Summary

    • 61% Below List Price
    • 707 Days On Market

    Last Listing Agent Zach Wesolowski Railey Realty, Inc.

    3501 George Washington Hwy, Oakland, MD 21550
  • /37

    $120,000

    Sold Dec 04, 2025

    204 E St, Oakland, MD 21550

    • 5 Beds
    • 2 Baths
    • 2,084 Sq Ft
    • Built 1975

    Last Sold Summary

    • $58/SF
    • 1 Day On Market

    Current Estimated Value $125,461

    Last Listing Agent Sheila Howell Lake Homes Realty, LLC

    204 E St, Oakland, MD 21550
  • /11

    $375,000

    Sold Apr 30, 2026

    2173 King Wildesen Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • Built 2025

    Last Sold Summary

    • 0 Days On Market

    Current Estimated Value $375,281

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

    2173 King Wildesen Rd, Oakland, MD 21550
  • /47

    $260,000

    Sold Feb 27, 2026

    20160 Garrett Hwy Unit H708, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Built 1972

    Last Sold Summary

    • $473/SF
    • 234 Days On Market

    Current Estimated Value $269,069

    Last Listing Agent Charlotte Savoy The KW Collective

    20160 Garrett Hwy Unit H708, Oakland, MD 21550
  • /107

    $1,350,000

    Sold Sep 19, 2025

    421 Penn Cove Rd, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 4,284 Sq Ft
    • Built 1986

    Last Sold Summary

    • $315/SF
    • 54 Days On Market

    Current Estimated Value $1,540,945

    Last Listing Agent Steven Ritchie Railey Realty, Inc.

    421 Penn Cove Rd, Oakland, MD 21550
  • /61

    $820,000

    Sold Sep 02, 2025

    939 Glendale Rd, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • Built 1990

    Last Sold Summary

    • 18 Days On Market

    Current Estimated Value $826,633

    Last Listing Agent Sean Sober Taylor-Made Deep Creek Real Estate, LLC

    939 Glendale Rd, Oakland, MD 21550
  • /100

    $1,860,000

    Sold Oct 06, 2025

    237 Glendale Rd, Oakland, MD 21550

    • 7 Beds
    • 6.5 Baths
    • 3,735 Sq Ft
    • Built 2002

    Last Sold Summary

    • $498/SF
    • 88 Days On Market

    Current Estimated Value $1,975,176

    Last Listing Agent Bill Weissgerber Railey Realty, Inc.

    237 Glendale Rd, Oakland, MD 21550
  • /2

    $699,000

    Sold Jul 31, 2026

    1875 Pysell Crosscut Rd, Oakland, MD 21550

    • 5 Beds
    • 5 Baths
    • 3,664 Sq Ft
    • Built 2004

    Last Sold Summary

    • 5% Below List Price
    • $191/SF
    • 38 Days On Market

    Current Estimated Value $737,877

    Last Listing Agent Dan Shockey Taylor-Made Deep Creek Real Estate, LLC

    1875 Pysell Crosscut Rd, Oakland, MD 21550
  • /56

    $157,000

    Sold Aug 29, 2025

    416 Shenandoah Ave, Oakland, MD 21550

    • 3 Beds
    • 1.5 Baths
    • 975 Sq Ft
    • Built 1940

    Last Sold Summary

    • $161/SF
    • 4 Days On Market

    Current Estimated Value $161,213

    Last Listing Agent Rich Orr Railey Realty, Inc.

    416 Shenandoah Ave, Oakland, MD 21550
  • /39

    $1,065,000

    Sold Jun 18, 2026

    588 Lake Forest Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,411 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Below List Price
    • $755/SF
    • 6 Days On Market

    Current Estimated Value $1,099,140

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    588 Lake Forest Dr, Oakland, MD 21550
  • /51

    $425,000

    Sold Oct 22, 2025

    12 Roman Ridge Rd Unit 22B, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 2,202 Sq Ft
    • Built 2012

    Last Sold Summary

    • $193/SF
    • 130 Days On Market

    Current Estimated Value $439,576

    Last Listing Agent Andrew Eiswert Railey Realty, Inc.

    12 Roman Ridge Rd Unit 22B, Oakland, MD 21550
  • /17

    $118,800

    Sold Jun 16, 2026

    1995 Bethlehem Rd, Oakland, MD 21550

    • Land
    • 7.33 Acres
    • $16,207 per Acre

    Last Sold Summary

    • 6 Days On Market

    Last Listing Agent Lana Roby The KW Collective

    1995 Bethlehem Rd, Oakland, MD 21550
  • /20

    $150,000

    Sold Jul 01, 2026

    3395 Fingerboard Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • Built 2025

    Last Sold Summary

    • 25% Below List Price
    • 146 Days On Market

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

    3395 Fingerboard Rd, Oakland, MD 21550
  • /10

    $55,000

    Sold May 25, 2026

    114 C St, Oakland, MD 21550

    • 768 Sq Ft
    • Built 1999

    Last Sold Summary

    • 8% Below List Price
    • $72/SF
    • 60 Days On Market

    Current Estimated Value $55,500

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

    114 C St, Oakland, MD 21550
  • /37

    $365,900

    Sold Mar 23, 2026

    17979 Garrett Hwy, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Above List Price
    • $381/SF
    • 9 Days On Market

    Current Estimated Value $378,673

    Last Listing Agent Dale Carpenter Railey Realty, Inc.

    17979 Garrett Hwy, Oakland, MD 21550
  • /86

    $1,100,000

    Sold Aug 27, 2025

    216 Tarn Dr, Oakland, MD 21550

    • 6 Beds
    • 4.5 Baths
    • 4,769 Sq Ft
    • Built 2020

    Last Sold Summary

    • $231/SF
    • 122 Days On Market

    Current Estimated Value $1,219,101

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

    216 Tarn Dr, Oakland, MD 21550
  • /38

    $265,000

    Sold Dec 30, 2025

    968 Hutton Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 2012

    Last Sold Summary

    • $148/SF
    • 25 Days On Market

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

    968 Hutton Rd, Oakland, MD 21550
  • /50

    $1,200,000

    Sold Jun 30, 2026

    209 Black Angus Dr, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • Built 1991

    Last Sold Summary

    • $1,038/SF
    • 0 Days On Market

    Current Estimated Value $1,175,618

    Last Listing Agent Bill Weissgerber Railey Realty, Inc.

    209 Black Angus Dr, Oakland, MD 21550
  • /18

    $3,500

    Sold Jun 24, 2026

    Lot 36 Fox Tail Rd, Oakland, MD 21550

    • Land
    • 20,473 Sq Ft
    • $7,447 per Acre

    Last Sold Summary

    • 12% Below List Price
    • 107 Days On Market

    Last Listing Agent Shannon McWilliams Taylor-Made Deep Creek Real Estate, LLC

    Lot 36 Fox Tail Rd, Oakland, MD 21550
  • /21

    $295,000

    Sold Dec 23, 2025

    157 Jeffrey Ln Unit 21C, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 752 Sq Ft
    • Built 1997

    Last Sold Summary

    • $392/SF
    • 21 Days On Market

    Current Estimated Value $304,865

    Last Listing Agent James Matthews Taylor-Made Deep Creek Real Estate, LLC

    157 Jeffrey Ln Unit 21C, Oakland, MD 21550
  • /50

    $567,500

    Sold Mar 13, 2026

    189 Red Run Rd Unit 1C2, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1977

    Last Sold Summary

    • 4% Below List Price
    • $473/SF
    • 227 Days On Market

    Current Estimated Value $563,205

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

    189 Red Run Rd Unit 1C2, Oakland, MD 21550
  • /44

    $145,000

    Sold Jul 03, 2026

    1099 Table Rock Rd, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 1,728 Sq Ft
    • Built 1940

    Last Sold Summary

    • $84/SF
    • 0 Days On Market

    Current Estimated Value $131,026

    Last Listing Agent Rich Orr Railey Realty, Inc.

    1099 Table Rock Rd, Oakland, MD 21550
  • /67

    $1,542,000

    Sold Nov 13, 2025

    1567 Pergin Farm Rd, Oakland, MD 21550

    • 5 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • Built 2002

    Last Sold Summary

    • $482/SF
    • 15 Days On Market

    Current Estimated Value $1,634,779

    Last Listing Agent Russell Bounds Railey Realty, Inc.

    1567 Pergin Farm Rd, Oakland, MD 21550
  • /50

    $295,000

    Sold May 20, 2026

    163 Crestview Dr, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,416 Sq Ft
    • Built 1997

    Last Sold Summary

    • $208/SF
    • 275 Days On Market

    Current Estimated Value $287,402

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

    163 Crestview Dr, Oakland, MD 21550
  • /65

    $537,000

    Sold Feb 27, 2026

    77 Meadow Ct, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,436 Sq Ft
    • Built 2006

    Last Sold Summary

    • $220/SF
    • 100 Days On Market

    Current Estimated Value $595,222

    Last Listing Agent Jon Bell Railey Realty, Inc.

    77 Meadow Ct, Oakland, MD 21550
  • /60

    $505,000

    Sold Nov 14, 2025

    36 Ridgewood Dr, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 1,713 Sq Ft
    • Built 2000

    Last Sold Summary

    • $295/SF
    • 228 Days On Market

    Current Estimated Value $540,895

    Last Listing Agent Larry Smith Railey Realty, Inc.

    36 Ridgewood Dr, Oakland, MD 21550
  • /24

    $85,000

    Sold Oct 03, 2025

    1101 Wheeling Ave, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft
    • Built 1950

    Last Sold Summary

    • $49/SF
    • 25 Days On Market

    Current Estimated Value $157,992

    Last Listing Agent Tanavia Greer Long & Foster Real Estate, Inc.

    1101 Wheeling Ave, Oakland, MD 21550
  • /24

    $110,000

    Sold Sep 26, 2025

    110 W Pennington St, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1946

    Last Sold Summary

    • $143/SF
    • 12 Days On Market

    Current Estimated Value $120,931

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

    110 W Pennington St, Oakland, MD 21550
  • /50

    $425,000

    Sold Jun 03, 2026

    609 Southern Pines Dr, Oakland, MD 21550

    • 4 Beds
    • 2.5 Baths
    • 2,250 Sq Ft
    • Built 1989

    Last Sold Summary

    • 8% Below List Price
    • $189/SF
    • 295 Days On Market

    Current Estimated Value $414,783

    Last Listing Agent Brian Covell BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    609 Southern Pines Dr, Oakland, MD 21550
  • /45

    $150,000

    Sold Aug 14, 2025

    414 D St, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 936 Sq Ft
    • Built 1950

    Last Sold Summary

    • $160/SF
    • 4 Days On Market

    Current Estimated Value $155,321

    Last Listing Agent Michelle Clark Taylor-Made Deep Creek Real Estate, LLC

    414 D St, Oakland, MD 21550
  • /22

    $185,000

    Sold May 22, 2026

    1307 Broadford Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Below List Price
    • $195/SF
    • 46 Days On Market

    Current Estimated Value $190,466

    Last Listing Agent Bill Kenny Keller Williams Realty Centre

    1307 Broadford Rd, Oakland, MD 21550
  • /5

    $44,000

    Sold Aug 11, 2025

    142 Matthew Rd, Oakland, MD 21550

    • Land
    • 1.83 Acres
    • $24,044 per Acre

    Last Sold Summary

    • 12 Days On Market

    Last Listing Agent Brent Housley Railey Realty, Inc.

    142 Matthew Rd, Oakland, MD 21550
  • /48

    $229,000

    Sold Dec 15, 2025

    104 G St, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • Built 1900

    Last Sold Summary

    • $142/SF
    • 26 Days On Market

    Current Estimated Value $230,979

    Last Listing Agent Julie Mead The KW Collective

    104 G St, Oakland, MD 21550
  • /22

    $38,000

    Sold Jun 16, 2026

    422 Maple Ave, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 1,600 Sq Ft
    • Built 1940

    Last Sold Summary

    • 37% Below List Price
    • $24/SF
    • 34 Days On Market

    Current Estimated Value $56,774

    Last Listing Agent Nicole Jackson Railey Realty, Inc.

    422 Maple Ave, Oakland, MD 21550
  • /20

    $195,000

    Sold Nov 12, 2025

    210 Seneca Ave, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,204 Sq Ft
    • Built 1996

    Last Sold Summary

    • $162/SF
    • 2 Days On Market

    Current Estimated Value $202,503

    Last Listing Agent Andrew Orr The KW Collective

    210 Seneca Ave, Oakland, MD 21550
  • /38

    $780,000

    Sold Jul 02, 2026

    62 Middleton Rd, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,929 Sq Ft
    • Built 1993

    Last Sold Summary

    • 2% Below List Price
    • $404/SF
    • 4 Days On Market

    Current Estimated Value $797,633

    Last Listing Agent Jon Bell Railey Realty, Inc.

    62 Middleton Rd, Oakland, MD 21550
  • /71

    $950,000

    Sold Jul 29, 2026

    137 Paradise Gardens Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,730 Sq Ft
    • Built 1979

    Last Sold Summary

    • 9% Below List Price
    • $348/SF
    • 76 Days On Market

    Current Estimated Value $1,006,592

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

    137 Paradise Gardens Rd, Oakland, MD 21550
  • /33

    $130,000

    Sold May 22, 2026

    565 Glendale Rd Unit 210-A, Oakland, MD 21550

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

    Last Sold Summary

    • 26% Below List Price
    • $340/SF
    • 225 Days On Market

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

    565 Glendale Rd Unit 210-A, Oakland, MD 21550

Showing Results 121 - 160, Page 4 of 7

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