10,549

Oakland, MD Homes

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  • 157 Jeffrey Ln Unit 21A, Oakland, MD 21550
    157 Jeffrey Ln Unit 21A, Oakland, MD 21550
    157 Jeffrey Ln Unit 21A, Oakland, MD 21550
    /20

    $237,000

    Sold Oct 30, 2025

    157 Jeffrey Ln Unit 21A, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft
    • Built 1990

    Last Sold Summary

    • $359/SF
    • 19 Days On Market

    Current Estimated Value $242,026

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

    157 Jeffrey Ln Unit 21A, Oakland, MD 21550
    • 142 Matthew Rd, Oakland, MD 21550
      142 Matthew Rd, Oakland, MD 21550
      142 Matthew Rd, Oakland, MD 21550
      /5

      Not Listed For Sale

      142 Matthew Rd, Oakland, MD 21550

      142 Matthew Rd, Oakland, MD 21550

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Brent Housley Railey Realty, Inc.

  • Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
    /25

    $124,000

    $6K PRICE DROP
    • Land
    • 2.1 Acres
    • $59,048 per Acre

    Lot 20 Paradise Ridge Rd, Oakland, MD 21550

    Lot 20 Paradise Ridge offers a mountaintop setting with exceptional lake and mountain views facing east toward Backbone Mountain. Enjoy relaxing morning sunrises, lake access at one of Deep Creek Lake's most premier water access points and a location that feels like you are truly away, yet only a few minutes to the most important amenities you come to enjoy here at the lake. Approved perc site on

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 20 Paradise Ridge Rd, Oakland, MD 21550
  • 505 Shenandoah Ave, Oakland, MD 21550
    505 Shenandoah Ave, Oakland, MD 21550
    505 Shenandoah Ave, Oakland, MD 21550
    /35

    $165,000

    Sold Jun 15, 2026

    505 Shenandoah Ave, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,632 Sq Ft
    • Built 1950

    Last Sold Summary

    • $101/SF
    • 3 Days On Market

    Current Estimated Value $163,981

    Last Listing Agent Justin Liller Railey Realty, Inc.

    505 Shenandoah Ave, Oakland, MD 21550
    • 565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      /30

      Not Listed For Sale

      565 Glendale Rd Unit 123-A, Oakland, MD 21550

      • 1 Bed
      • 1 Bath
      • 382 Sq Ft
      • Built 2006
      565 Glendale Rd Unit 123-A, Oakland, MD 21550

      Last Sold Summary

      • 4 Days On Market

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

  • 127 S Oakhall Dr, Oakland, MD 21550
    127 S Oakhall Dr, Oakland, MD 21550
    127 S Oakhall Dr, Oakland, MD 21550
    /57

    $249,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,913 Sq Ft

    127 S Oakhall Dr, Oakland, MD 21550

    Welcome to this well maintained 4-bed, 2-bath ranch home on a generous corner lot in Oakland, MD. Inviting curb appeal with stone exterior and mature landscaping sets the tone. Step inside to a bright and spacious main level featuring gleaming hardwood floors, a large eat-in kitchen with ample cabinetry, and an open living area perfect for gatherings. Enjoy three main-level bedrooms and a full

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    127 S Oakhall Dr, Oakland, MD 21550
  • 1570 Garrett Rd, Oakland, MD 21550
    1570 Garrett Rd, Oakland, MD 21550
    1570 Garrett Rd, Oakland, MD 21550
    /27

    $225,000

    Sold Feb 19, 2026

    1570 Garrett Rd, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,408 Sq Ft
    • Built 1984

    Last Sold Summary

    • $160/SF
    • 122 Days On Market

    Current Estimated Value $242,470

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

    1570 Garrett Rd, Oakland, MD 21550
    • 636 Paradise Heights, Oakland, MD 21550
      636 Paradise Heights, Oakland, MD 21550
      636 Paradise Heights, Oakland, MD 21550
      /46

      Est $1,113,676

      Not Listed For Sale

      636 Paradise Heights, Oakland, MD 21550

      • 4 Beds
      • 2 Baths
      • 2,028 Sq Ft
      • Built 1986
      636 Paradise Heights, Oakland, MD 21550

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Mike Kennedy Railey Realty, Inc.

  • Lot 24 Eastview Ct, Oakland, MD 21550
    Lot 24 Eastview Ct, Oakland, MD 21550
    Lot 24 Eastview Ct, Oakland, MD 21550
    /21

    $30,000

    $19K PRICE DROP
    • Land
    • 1.01 Acres
    • $29,703 per Acre

    Lot 24 Eastview Ct, Oakland, MD 21550

    The perfect setting for your Deep Creek Lake getaway! Lot 24 Eastview Place is a 1.01-acre homesite in the Overlook community, offering water access to Deep Creek Lake. Situated on a quiet cul-de-sac, this cleared lot is ready for your dream home with approval already in place for a 3-bedroom septic system. Enjoy the ideal blend of privacy and convenience, just minutes from local dining,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 24 Eastview Ct, Oakland, MD 21550
  • 939 Glendale Rd, Oakland, MD 21550
    939 Glendale Rd, Oakland, MD 21550
    939 Glendale Rd, Oakland, MD 21550
    /44

    $589,000

    Sold Sep 08, 2025

    939 Glendale Rd, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft
    • Built 1995

    Last Sold Summary

    • $574/SF
    • 62 Days On Market

    Current Estimated Value $882,370

    Last Listing Agent Sheila Howell Lake Homes Realty, LLC

    939 Glendale Rd, Oakland, MD 21550
    • 409 San Francisco St, Oakland, MD 21550
      409 San Francisco St, Oakland, MD 21550
      409 San Francisco St, Oakland, MD 21550
      /21

      Est $118,477

      Not Listed For Sale

      409 San Francisco St, Oakland, MD 21550

      409 San Francisco St, Oakland, MD 21550

      Last Sold Summary

      • 84 Days On Market

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    /13

    $95,000

    • Land
    • 2.08 Acres
    • $45,673 per Acre

    Lot 9 Woodlands Hill Ln, Oakland, MD 21550

    2.08 acre corner building lot in The View community at Deep Creek Lake! The lot is approved for up to a 6 bedroom septic system - a rare find which offers added flexibility for your future mountain or lake area home. Mostly wooded setting with convenient access off Lakeshore Drive and close proximity to Deep Creek Lake, Wisp Resort, restaurants, shopping, and local attractions. Lot 10 is also

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
  • 306 Shady Acre Ln, Oakland, MD 21550
    306 Shady Acre Ln, Oakland, MD 21550
    306 Shady Acre Ln, Oakland, MD 21550
    /27

    $165,000

    Sold Oct 30, 2025

    306 Shady Acre Ln, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,288 Sq Ft
    • Built 1972

    Last Sold Summary

    • $72/SF
    • 2 Days On Market

    Current Estimated Value $197,974

    Last Listing Agent Brody Monahan Lake Homes Realty, LLC

    306 Shady Acre Ln, Oakland, MD 21550
    • 36 Lehman Ln, Oakland, MD 21550
      36 Lehman Ln, Oakland, MD 21550
      36 Lehman Ln, Oakland, MD 21550
      /16

      Not Listed For Sale

      36 Lehman Ln, Oakland, MD 21550

      36 Lehman Ln, Oakland, MD 21550

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Kellyann Green Railey Realty, Inc.

  • Lot 6 Hoye Crest Rd, Oakland, MD 21550
    Lot 6 Hoye Crest Rd, Oakland, MD 21550
    Lot 6 Hoye Crest Rd, Oakland, MD 21550
    /18

    $44,900

    • Land
    • 6.12 Acres
    • $7,337 per Acre

    Lot 6 Hoye Crest Rd, Oakland, MD 21550

    Opportunity to own over 6 acres on Backbone Mountain adjoining the Highest Point in Maryland! This lot will offer some of the best views from Maryland's highest point with western exposure. Approved perc and electric to site, ready for you to build your dream home! Residential community. No camping, no hunting. Call today to schedule a time too see this remarkable property!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 6 Hoye Crest Rd, Oakland, MD 21550
  • 62 Crosby Dr, Oakland, MD 21550
    62 Crosby Dr, Oakland, MD 21550
    62 Crosby Dr, Oakland, MD 21550
    /5

    $34,500

    Sold Jan 15, 2026

    62 Crosby Dr, Oakland, MD 21550

    • Land
    • 27,442 Sq Ft
    • $54,762 per Acre

    Last Sold Summary

    • 73% Above List Price
    • 2,385 Days On Market

    Last Listing Agent Jon Bell Railey Realty, Inc.

    62 Crosby Dr, Oakland, MD 21550
    • 20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      /48

      Not Listed For Sale

      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1972
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Andrew Eiswert Railey Realty, Inc.

  • 157 Jeffrey Ln Unit 21B, Oakland, MD 21550
    157 Jeffrey Ln Unit 21B, Oakland, MD 21550
    157 Jeffrey Ln Unit 21B, Oakland, MD 21550
    /29

    $294,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 550 Sq Ft

    157 Jeffrey Ln Unit 21B, Oakland, MD 21550

    Nestled in the charming Traders Landing community, this delightful end-of-row townhouse offers a perfect blend of comfort and convenience with one of the best unobstructed views of the lake in Traders Landing. This villa-style home features two cozy bedrooms and a full bathroom, ideal for relaxation and unwinding after a long day. The inviting living space is enhanced by a warm wood-burning

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    157 Jeffrey Ln Unit 21B, Oakland, MD 21550
  • Lots 57 & 58 Black Oak Ln, Oakland, MD 21550
    Lots 57 & 58 Black Oak Ln, Oakland, MD 21550
    Lots 57 & 58 Black Oak Ln, Oakland, MD 21550
    /20

    $17,000

    Sold Nov 21, 2025

    Lots 57 & 58 Black Oak Ln, Oakland, MD 21550

    • Land
    • 1.08 Acres
    • $15,741 per Acre

    Last Sold Summary

    • 24 Days On Market

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

    Lots 57 & 58 Black Oak Ln, Oakland, MD 21550
    • 305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      /64

      Est $583,579

      Not Listed For Sale

      305 Winding Trail Ln Unit 12A, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 3,300 Sq Ft
      • Built 2009
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550

      Last Sold Summary

      • 529 Days On Market

      Last Listing Agent Rachel Bruch Railey Realty, Inc.

  • 14 Woodlands Hill Ln, Oakland, MD 21550
    14 Woodlands Hill Ln, Oakland, MD 21550
    14 Woodlands Hill Ln, Oakland, MD 21550
    /12

    $165,000

    • Land
    • 2.04 Acres
    • $80,882 per Acre

    14 Woodlands Hill Ln, Oakland, MD 21550

    Your Deep Creek dream starts here! Build the mountain retreat you've always imagined on this spectacular 2.04-acre homesite in The View at Deep Creek Lake. Offering breathtaking panoramic mountain views with seasonal views of Deep Creek Lake, this property is the perfect setting for a full-time residence, vacation home, or investment property. Enjoy the privacy of a wooded setting while being

    Agent Photo

    Charlotte Savoy

    The KW Collective

    14 Woodlands Hill Ln, Oakland, MD 21550
  • 1010 Holy Cross Dr, Oakland, MD 21550
    1010 Holy Cross Dr, Oakland, MD 21550
    /2

    $4,700,000

    Sold Jul 09, 2026

    1010 Holy Cross Dr, Oakland, MD 21550

    • 8 Beds
    • 8.5 Baths
    • 10,300 Sq Ft
    • Built 2013

    Last Sold Summary

    • 9% Below List Price
    • $456/SF
    • 78 Days On Market

    Current Estimated Value $5,183,675

    Last Listing Agent Rachel Bruch Railey Realty, Inc.

    1010 Holy Cross Dr, Oakland, MD 21550
    • 77 Racoon Dr, Oakland, MD 21550
      77 Racoon Dr, Oakland, MD 21550
      77 Racoon Dr, Oakland, MD 21550
      /24

      Est $167,982

      Not Listed For Sale

      77 Racoon Dr, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1976
      77 Racoon Dr, Oakland, MD 21550

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Bob Orr 1 Real Estate Source LLC

  • 0 6 89 Acres -Woodlands Hill Dr Dr Unit MDGA2011974, Oakland, MD 21550
    0 6 89 Acres -Woodlands Hill Dr Dr Unit MDGA2011974, Oakland, MD 21550
    0 6 89 Acres -Woodlands Hill Dr Dr Unit MDGA2011974, Oakland, MD 21550
    /5

    $250,000

    • Land
    • 6.89 Acres
    • $36,284 per Acre

    0 6 89 Acres -Woodlands Hill Dr Dr Unit MDGA2011974, Oakland, MD 21550

    6.89 unrestricted acres in the heart of Deep Creek Lake area, only 1/4 mile away from the lake. Ready to build your dream home with seclusion and privacy, close to all area parks and amenities.

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    0 6 89 Acres -Woodlands Hill Dr Dr Unit MDGA2011974, Oakland, MD 21550
  • 590 S Blakeslee Rd, Oakland, MD 21550
    590 S Blakeslee Rd, Oakland, MD 21550
    590 S Blakeslee Rd, Oakland, MD 21550
    /64

    $1,150,000

    Sold Oct 24, 2025

    590 S Blakeslee Rd, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 3,071 Sq Ft
    • Built 2000

    Last Sold Summary

    • $374/SF
    • 102 Days On Market

    Current Estimated Value $1,188,110

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

    590 S Blakeslee Rd, Oakland, MD 21550
    • 8 Winding Trail Ln Unit 1, Oakland, MD 21550
      8 Winding Trail Ln Unit 1, Oakland, MD 21550
      8 Winding Trail Ln Unit 1, Oakland, MD 21550
      /66

      Est $538,695

      Not Listed For Sale

      8 Winding Trail Ln Unit 1, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 3,300 Sq Ft
      • Built 2006
      8 Winding Trail Ln Unit 1, Oakland, MD 21550

      Last Sold Summary

      • 174 Days On Market

      Last Listing Agent Mike Kennedy Railey Realty, Inc.

  • 565 Glendale Rd Unit 213-A, Oakland, MD 21550
    565 Glendale Rd Unit 213-A, Oakland, MD 21550
    565 Glendale Rd Unit 213-A, Oakland, MD 21550
    /24

    $225,000

    • 1 Bed
    • 1 Bath

    565 Glendale Rd Unit 213-A, Oakland, MD 21550

    Turnkey lakeview studio at The Suites at Silver Tree! This condo has an average annual gross rental of $25,342. Enjoy beautiful views of Deep Creek Lake from your private covered balcony while owning one of the area's most desirable vacation destinations. This fully furnished studio offers an open floor plan with a king bed, sleeper sofa, cozy gas fireplace, kitchenette, dining area, and full

    Agent Photo

    Charlotte Savoy

    The KW Collective

    565 Glendale Rd Unit 213-A, Oakland, MD 21550
  • 565 Glendale Rd Unit 208, Oakland, MD 21550
    565 Glendale Rd Unit 208, Oakland, MD 21550
    565 Glendale Rd Unit 208, Oakland, MD 21550
    /51

    $165,000

    Sold Jun 26, 2026

    565 Glendale Rd Unit 208, Oakland, MD 21550

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

    Last Sold Summary

    • 3% Below List Price
    • $341/SF
    • 10 Days On Market

    Current Estimated Value $183,964

    Last Listing Agent Jesse Shimrock Railey Realty, Inc.

    565 Glendale Rd Unit 208, Oakland, MD 21550
    • 20230 Garrett Hwy, Oakland, MD 21550
      20230 Garrett Hwy, Oakland, MD 21550
      20230 Garrett Hwy, Oakland, MD 21550
      /45

      Est $1,224,731

      Not Listed For Sale

      20230 Garrett Hwy, Oakland, MD 21550

      • 5 Beds
      • 3 Baths
      • 2,470 Sq Ft
      • Built 1998
      20230 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Russell Bounds Railey Realty, Inc.

  • Lot 17 Birchwood Dr, Oakland, MD 21550
    Lot 17 Birchwood Dr, Oakland, MD 21550
    Lot 17 Birchwood Dr, Oakland, MD 21550
    /10

    $5,000

    • Land
    • 28,314 Sq Ft
    • $7,692 per Acre

    Lot 17 Birchwood Dr, Oakland, MD 21550

    Lot 17 Birchwood Drive is a .65-acre wooded, NON-BUILDABLE membership lot located in the Youghiogheny Mountain Resort community in Oakland, MD. While you cannot build on this lot, this lot's ownership offers full membership access to the community’s amenities, including over 50 miles of private roads and trails perfect for ATV riding, UTVs, dirt bikes, hiking, and outdoor recreation. Ideal for

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 17 Birchwood Dr, Oakland, MD 21550
  • 20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
    /39

    $450,000

    Sold Nov 10, 2025

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • Built 1972

    Last Sold Summary

    • $340/SF
    • 179 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit D308/408, Oakland, MD 21550
    • 300 Big Rock Cabin Rd, Oakland, MD 21550
      300 Big Rock Cabin Rd, Oakland, MD 21550
      300 Big Rock Cabin Rd, Oakland, MD 21550
      /47

      Est $410,457

      Not Listed For Sale

      300 Big Rock Cabin Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft
      • Built 1999
      300 Big Rock Cabin Rd, Oakland, MD 21550

      Last Sold Summary

      • 82 Days On Market

      Last Listing Agent Lana Roby The KW Collective

  • Lot 18 Laurel Ct, Oakland, MD 21550
    Lot 18 Laurel Ct, Oakland, MD 21550
    Lot 18 Laurel Ct, Oakland, MD 21550
    /35

    $85,000

    • Land
    • 1.08 Acres
    • $78,704 per Acre

    Lot 18 Laurel Ct, Oakland, MD 21550

    Discover the perfect setting for your Deep Creek Lake getaway on this beautiful 1.08-acre homesite located at the end of a quiet cul-de-sac in the desirable Paradise Ridge community. Lot 18 Laurel Court offers a peaceful, private setting surrounded by mature trees and mountain views. Paradise Ridge features one of the nicest lake access areas on Deep Creek Lake—perfect for swimming, kayaking, and

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 18 Laurel Ct, Oakland, MD 21550
  • 58 Glendale Woods Rd, Oakland, MD 21550
    58 Glendale Woods Rd, Oakland, MD 21550
    58 Glendale Woods Rd, Oakland, MD 21550
    /63

    $711,000

    Sold Oct 15, 2025

    58 Glendale Woods Rd, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 2,556 Sq Ft
    • Built 2006

    Last Sold Summary

    • $278/SF
    • 5 Days On Market

    Current Estimated Value $759,219

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    58 Glendale Woods Rd, Oakland, MD 21550
    • 208 Upper Penn Point Dr, Oakland, MD 21550
      208 Upper Penn Point Dr, Oakland, MD 21550
      208 Upper Penn Point Dr, Oakland, MD 21550
      /50

      Est $697,613

      Not Listed For Sale

      208 Upper Penn Point Dr, Oakland, MD 21550

      • 4 Beds
      • 2 Baths
      • 2,086 Sq Ft
      • Built 1975
      208 Upper Penn Point Dr, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Andrew Eiswert Railey Realty, Inc.

  • 104 D St, Oakland, MD 21550
    104 D St, Oakland, MD 21550
    /2

    $239,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    104 D St, Oakland, MD 21550

    Relocating into the area, looking for more space or maybe even your first home? 104 D Street may be an excellent fit for any of these options. Located in Mountain Lake Park on a low traffic street, this property offers an oversize lot with plenty of yard space, a functional main level floor plan and full basement with renovated bathroom on the lower level. Enjoy the efficiency of natural gas

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    104 D St, Oakland, MD 21550
  • 0 Coolidge Ave, Oakland, MD 21550
    0 Coolidge Ave, Oakland, MD 21550
    0 Coolidge Ave, Oakland, MD 21550
    /14

    $80,000

    Sold Sep 26, 2025

    0 Coolidge Ave, Oakland, MD 21550

    • Land
    • 20,037 Sq Ft
    • $173,913 per Acre

    Last Sold Summary

    • 76 Days On Market

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

    0 Coolidge Ave, Oakland, MD 21550
    • 180 Winding Trail Ln Unit 5A, Oakland, MD 21550
      180 Winding Trail Ln Unit 5A, Oakland, MD 21550
      180 Winding Trail Ln Unit 5A, Oakland, MD 21550
      /69

      Est $523,868

      Not Listed For Sale

      180 Winding Trail Ln Unit 5A, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 3,000 Sq Ft
      • Built 2006
      180 Winding Trail Ln Unit 5A, Oakland, MD 21550

      Last Sold Summary

      • 277 Days On Market

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

  • 170 San Francisco St, Oakland, MD 21550
    170 San Francisco St, Oakland, MD 21550
    170 San Francisco St, Oakland, MD 21550
    /12

    $125,000

    • Land
    • 1.38 Acres
    • $90,580 per Acre

    170 San Francisco St, Oakland, MD 21550

    1.38 acres in Deep Creek Lake and WISP Resort area! Whether you envision a cozy cabin or a luxury lodge, this parcel offers the ideal blend of seclusion and accessibility. Property Highlights: Private well water source already in place, 200 AMP electric service connection, Approved perc test suitable for a 4-5 bedroom home, Privacy with convenience; close to main roads, yet tucked away for peace

    Agent Photo

    Hunter Shank

    Coldwell Banker Realty

    170 San Francisco St, Oakland, MD 21550
  • 45 Village Dr Unit 4, Oakland, MD 21550
    45 Village Dr Unit 4, Oakland, MD 21550
    45 Village Dr Unit 4, Oakland, MD 21550
    /35

    $405,000

    Sold Dec 22, 2025

    45 Village Dr Unit 4, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft
    • Built 2004

    Last Sold Summary

    • $370/SF
    • 173 Days On Market

    Current Estimated Value $422,095

    Last Listing Agent Ana Dubin RE/MAX Realty Group

    45 Village Dr Unit 4, Oakland, MD 21550

Showing Results 41 - 80, Page 2 of 18

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