12,257

Homes in ZIP Code 21550

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    • /74

      Est $169,363 Not Listed For Sale

      400 E St, Oakland, MD 21550

      • 4 Beds
      • 2 Baths
      • 2,880 Sq Ft
      • Built 1900
      400 E St, Oakland, MD 21550

      Last Sold Summary

      • 276% Above List Price
      • $16/SF
      • 98 Days On Market

      Last Sold Price $45,000

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

  • /30

    $75,000

    • Land
    • 0.6 Acre
    • $125,000 per Acre

    47 Fern Loop Dr, Mc Henry, MD 21541

    Take a look at Lot #47 in Sandy Shores Heights! This 4 season mountaintop location is just minutes to everything fun in the Deep Creek Lake area-Wisp Ski Resort, Lodestone Golf, Fork Run Recreation area and so many incredible state parks for outdoor enjoyment! Underground utilities to site to include the availability of public water & sewer hookups, electricity, fiber optic lines/cable,

    Kathy Gibson Railey Realty, Inc.

    47 Fern Loop Dr, Mc Henry, MD 21541
  • /65

    $558,000 Sold Nov 10, 2025

    72 Cliff Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,176 Sq Ft
    • Built 1988

    Last Sold Summary

    • $256/SF
    • 32 Days On Market

    Current Estimated Value $564,465

    Last Listing Agent Larry Smith Railey Realty, Inc.

    72 Cliff Dr, Oakland, MD 21550
    • /32

      Est $313,761 Not Listed For Sale

      67 Fireside Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1998
      67 Fireside Rd, Oakland, MD 21550

      Last Sold Summary

      • 18% Above List Price
      • $185/SF
      • 4 Days On Market

      Last Sold Price $266,000

      Last Listing Agent Melissa Long Railey Realty, Inc.

  • /34

    $239,700

    • 3 Beds
    • 3 Baths
    • 1,104 Sq Ft

    53 Bird Ave, Oakland, MD 21550

    Opportunity and a peaceful country setting on 1.55 acres in Deer Park. This 3BR, 2BA ranch offers 1,872 sq ft with solid bones and room to make it your own. The spacious kitchen with hickory cabinets, gas stove, and propane fireplace creates a warm gathering space at the heart of the home. Outside, several outbuildings—including a large shop and secondary wood shop with heat and electric, a

    Rachel Bruch Railey Realty, Inc.

    53 Bird Ave, Oakland, MD 21550
  • /65

    $379,000 Sold Oct 08, 2025

    113 G St, Oakland, MD 21550

    • 9 Beds
    • 3.5 Baths
    • 3,840 Sq Ft
    • Built 1903

    Last Sold Summary

    • $99/SF
    • 40 Days On Market

    Current Estimated Value $385,075

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    113 G St, Oakland, MD 21550
    • /35

      Est $257,417 Not Listed For Sale

      116 S Oakhall Dr, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1960
      116 S Oakhall Dr, Oakland, MD 21550

      Last Sold Summary

      • 18% Above List Price
      • $217/SF
      • 39 Days On Market

      Last Sold Price $219,000

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

  • /15

    $149,900

    • Land
    • 0.84 Acre
    • $178,452 per Acre

    LOT 50 Biltmore Ridge Trail, McHenry, MD

    Looking for the perfect location for a premier vacation home at Deep Creek Lake and Wisp Resort? Tuck your dream home here in the beautiful natural landscaping and unplug on the tranquil mountain top. Lot 50 offers stunning mountain and golf course views, privacy, and easy travel to all major local attractions. 5-10 minutes from Deep Creek Lake, Wisp Resort, Swallow Falls, Fork Run, Lodestone

    Kelsey Meyers Railey Realty, Inc.

    LOT 50 Biltmore Ridge Trail, McHenry, MD
  • /31

    $189,000 Sold Jul 24, 2025

    1681 Shady Dell Rd, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1985

    Last Sold Summary

    • $197/SF
    • 2 Days On Market

    Current Estimated Value $189,046

    Last Listing Agent Tim Macauley Taylor Made Deep Creek Real Estate

    1681 Shady Dell Rd, Oakland, MD 21550
    • /42

      Est $684,471 Not Listed For Sale

      26 Arrowhead Ln, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 2,000 Sq Ft
      • Built 1988
      26 Arrowhead Ln, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $338/SF
      • 389 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Kellyann Green Railey Realty, Inc.

  • /37

    $219,000

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    407 Seneca Ave, Oakland, MD 21550

    Move right into this charming ranch style home offering comfortable one-level living! Recent improvements include a brand-new roof and fresh carpet throughout, giving the home a clean, updated feel. Offering three bedrooms and a wood burning fireplace which just adds to the warmth and coziness. The level yard provides great space for relaxing and entertaining family and friends. The location is

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    407 Seneca Ave, Oakland, MD 21550
  • /6

    $30,000 Sold Oct 23, 2025

    28 Wild Turkey Ln, Oakland, MD 21550

    • Land
    • 1 Acre
    • $30,000 per Acre

    Last Sold Summary

    • 14 Days On Market

    Last Listing Agent Dan Shockey Taylor Made Deep Creek Real Estate

    28 Wild Turkey Ln, Oakland, MD 21550
    • /26

      Est $151,874 Not Listed For Sale

      419 Seneca Ave, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,184 Sq Ft
      • Built 1920
      419 Seneca Ave, Oakland, MD 21550

      Last Sold Summary

      • 2% Below List Price
      • $131/SF
      • 46 Days On Market

      Last Sold Price $155,000

      Last Listing Agent Andrew Eiswert Railey Realty, Inc.

  • /10

    $69,000

    • Land
    • 0 Acre

    60 Sundance Way, McHenry, MD 21541

    Situated on the 6th hole of Lodestone golf course, at the top of Wisp Mountain, this lot is ready to build with underground propane, public water & sewer available. Nice level lot surrounded by trees & just a short walk to Wisp slops & Whitewater rafting. Lodestone & Fantasy Valley Golf courses, Deep Cree Lake, Wisp Ski Resort , shopping & restaurants just mins away! True vacation lovers'

    Julie Mead The KW Collective

    60 Sundance Way, McHenry, MD 21541
  • /51

    $435,000 Sold May 27, 2025

    234 Maple Del Ln, Oakland, MD 21550

    • 4 Beds
    • 3 Baths
    • 2,750 Sq Ft
    • Built 1995

    Last Sold Summary

    • $158/SF
    • 306 Days On Market

    Current Estimated Value $476,004

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    234 Maple Del Ln, Oakland, MD 21550
    • /62

      Est $1,323,196 Not Listed For Sale

      581 Skippers Point Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 1977
      581 Skippers Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 9% Below List Price
      • $1,326/SF
      • 3 Days On Market

      Last Sold Price $1,458,600

      Last Listing Agent Bill Weissgerber Railey Realty, Inc.

  • /19

    $65,000

    • Land
    • 0.57 Acre
    • $114,035 per Acre

    Lot 85 Snowhaven Ln, McHenry, MD

    This centrally located lot is situated in the Highline II subdivision on top of Wisp Mountain. Build your dream home or mountain getaway on this level wooded lot. Just a short distance to ASCI and the top of the slopes! Tons of mountaintop community activities to choose from as well as all the Lake amenities and attractions. Take advantage of this spot to be close to it all and yet have some

    Larry Smith Railey Realty, Inc.

    Lot 85 Snowhaven Ln, McHenry, MD
  • /34

    $275,000 Sold Jan 02, 2026

    34 Laurel Brook Dr, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • Built 1992

    Last Sold Summary

    • 13 Days On Market

    Current Estimated Value $315,432

    Last Listing Agent Eric Crawford Taylor Made Deep Creek Real Estate

    34 Laurel Brook Dr, Oakland, MD 21550
    • /87

      Est $325,900 Not Listed For Sale

      233 N 2nd St, Oakland, MD 21550

      • 4 Beds
      • 4 Baths
      • 2,218 Sq Ft
      • Built 1914
      233 N 2nd St, Oakland, MD 21550

      Last Sold Summary

      • 9% Above List Price
      • $135/SF
      • 432 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Julie Mead The KW Collective

  • /9

    $49,900

    • Land
    • 1 Acre
    • $49,900 per Acre

    0 Longview Ln, Oakland, MD 21550

    1.00 Acre wooded lot loacted in George Brunson Subdivision. Close to Deep Creek Lake, Wisp Ski Resort and Oakland. Approved perc

    Linda Deremer Appalachian Realty

    0 Longview Ln, Oakland, MD 21550
  • /48

    $205,000 Sold Mar 20, 2026

    565 Glendale Rd Unit 312, Oakland, MD 21550

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

    Last Sold Summary

    • 10% Below List Price
    • $261/SF
    • 6 Days On Market

    Current Estimated Value $292,039

    Last Listing Agent Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 312, Oakland, MD 21550
    • /20

      Est $159,595 Not Listed For Sale

      503 Tower St, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 856 Sq Ft
      • Built 1939
      503 Tower St, Oakland, MD 21550

      Last Sold Summary

      • 21% Above List Price
      • $154/SF
      • 27 Days On Market

      Last Sold Price $132,000

      Last Listing Agent Lawrence Lessin Save 6, Incorporated

  • /12

    $209,000

    • Land
    • 0.96 Acre
    • $217,708 per Acre

    TBD Biltmore Ridge Trail, McHenry, MD 21541

    Discover the perfect setting for your dream mountain retreat with Lots 42 & 43—a rare double-lot opportunity in the prestigious Biltmore community at Deep Creek Lake. Overlooking the scenic Lodestone Golf Course and nestled between two stunning custom homes, these lots offer privacy, paved road access, and sweeping mountain and fairway views. Whether you're envisioning a private family compound

    Thomas Long Railey Realty, Inc.

    TBD Biltmore Ridge Trail, McHenry, MD 21541
  • /47

    $285,000 Sold Oct 31, 2025

    1764 Underwood Rd, Oakland, MD 21550

    • 4 Beds
    • 1.5 Baths
    • 2,304 Sq Ft
    • Built 1968

    Last Sold Summary

    • $124/SF
    • 175 Days On Market

    Current Estimated Value $281,513

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    1764 Underwood Rd, Oakland, MD 21550
    • /76

      Est $638,916 Not Listed For Sale

      1094 Eagle Rock Rd, Oakland, MD 21550

      • 5 Beds
      • 4 Baths
      • 3,780 Sq Ft
      • Built 2008
      1094 Eagle Rock Rd, Oakland, MD 21550

      Last Sold Summary

      • 19% Above List Price
      • $142/SF
      • 109 Days On Market

      Last Sold Price $538,000

      Last Listing Agent Rich Orr Railey Realty, Inc.

  • /46

    $285,500

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft

    1737 King Wildesen Rd, Oakland, MD 21550

    Nestled on 10 secluded acres of serene woodland and open fields, this traditional cedar-sided home offers the perfect blend of rustic charm and modern comfort—all just 10 minutes from downtown Oakland. This well-maintained home features 3 spacious bedrooms and 2 full bathrooms, including a main floor master suite for added convenience. Inside, you’ll find brand-new luxury vinyl plank (LVP)

    Justin Liller Railey Realty, Inc.

    1737 King Wildesen Rd, Oakland, MD 21550
  • /56

    $697,000 Sold Dec 19, 2025

    969 Hoyes Run Rd, Oakland, MD 21550

    • 5 Beds
    • 3 Baths
    • 3,614 Sq Ft
    • Built 1998

    Last Sold Summary

    • $193/SF
    • 180 Days On Market

    Current Estimated Value $716,808

    Last Listing Agent Roberta McNamara RE/MAX Results

    969 Hoyes Run Rd, Oakland, MD 21550
    • /34

      Est $207,970 Not Listed For Sale

      700 N St, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,724 Sq Ft
      • Built 1973
      700 N St, Oakland, MD 21550

      Last Sold Summary

      • 22% Above List Price
      • $62/SF
      • 57 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • /19

    $60,000

    • 2 Beds
    • 1 Bath
    • 782 Sq Ft

    820 N 4th St, Oakland, MD 21550

    Step into potential with this 2 bed, 1 bath home being sold AS IS. Located in a convenient community with town water & sewer, this property offers a blank canvas for the savvy buyer or investor ready to bring a vision to life. The house has been gutted and is ready for the new owner to start the renovation, providing a clear interior and a fresh slate to customize the layout, finishes, and

    Duane Stein II The KW Collective

    820 N 4th St, Oakland, MD 21550
  • /2

    $10,000 Sold Dec 19, 2025

    0 Maryland Hwy, Swanton, MD 21561

    • Land
    • 1.6 Acres
    • $6,250 per Acre

    Last Sold Summary

    • 220 Days On Market

    Last Listing Agent Larry Smith Railey Realty, Inc.

    0 Maryland Hwy, Swanton, MD 21561
    • /46

      Est $346,675 Not Listed For Sale

      134 Skippers Ln, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,497 Sq Ft
      • Built 1990
      134 Skippers Ln, Oakland, MD 21550

      Last Sold Summary

      • 26% Above List Price
      • $184/SF
      • 59 Days On Market

      Last Sold Price $275,000

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

  • /11

    $129,900

    • Land
    • 0.59 Acre
    • $220,169 per Acre

    137 Biltmore View, McHenry, MD

    Beautiful Golf Front Building Lot on Lodestone Golf Course - Over half an acre of wooded land, centrally located just minutes from Local Restaurants, State Parks, Wisp Resort and Deep Creek Lake! All public utilities to site and ready to build on. Private lot situated right on the Tee Box of Hole 2 at Lodestone golf course, this property makes the perfect location for your future Mountain Lake

    Mike Fenton Railey Realty, Inc.

    137 Biltmore View, McHenry, MD
  • /29

    $225,000 Sold Nov 17, 2025

    36 Jeffrey Ln Unit 6A, Oakland, MD 21550

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

    Last Sold Summary

    • $433/SF
    • 26 Days On Market

    Current Estimated Value $230,718

    Last Listing Agent Sheila Howell Lake Homes Realty, LLC

    36 Jeffrey Ln Unit 6A, Oakland, MD 21550
    • /48

      Est $230,530 Not Listed For Sale

      1634 Shady Dell Rd, Oakland, MD 21550

      • 4 Beds
      • 1 Bath
      • 1,176 Sq Ft
      • Built 1950
      1634 Shady Dell Rd, Oakland, MD 21550

      Last Sold Summary

      • 62% Above List Price
      • $121/SF
      • 21 Days On Market

      Last Sold Price $142,000

      Last Listing Agent Michael Nelson Berkshire Hathaway HomeServices Homesale Realty

  • /6

    $79,900

    • Land
    • 0.58 Acre
    • $137,759 per Acre

    89 Black Diamond Ct, McHenry, MD 21541

    Can't find the right house? Buy and build exactly what you want! Lot 89 is only five minutes to the WISP, Deep Creek Lake, Lodestone Golf Course and Fork Run; you're located in the heart of everything. All public utilities available and $6500 sewer tap fee conveys. The only thing this property is missing is your dream home. Call today for more details!

    Jon Bell Railey Realty, Inc.

    89 Black Diamond Ct, McHenry, MD 21541
  • /39

    $195,000 Sold Nov 12, 2025

    501 Christophers Way, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,617 Sq Ft
    • Built 1994

    Last Sold Summary

    • $121/SF
    • 138 Days On Market

    Last Listing Agent Dan Shockey Taylor Made Deep Creek Real Estate

    501 Christophers Way, Oakland, MD 21550
    • /51

      Est $249,775 Not Listed For Sale

      685 Oakland Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,378 Sq Ft
      • Built 1975
      685 Oakland Dr, Oakland, MD 21550

      Last Sold Summary

      • 4% Below List Price
      • $189/SF
      • 21 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Anet Harris Taylor Made Deep Creek Real Estate

  • /16

    $299,000

    • Land
    • 0 Acre

    0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550

    Rare offering! LAKE VIEW building site with TWO BOAT SLIPS! Located off popular Lake Shore Drive in the Edgewater community, this lot features a building envelope surrounded by community green space. Deep water, somewhat flat area by the lake, feels like small little park area. Dock access is directly across the street and a short walk away away - 100 yards +/-. Paved parking area for easy

    Jay Ferguson Taylor Made Deep Creek Real Estate

    0 Edgewater Dr Unit 4 MDGA2009106, Oakland, MD 21550
  • /41

    $218,000 Sold Dec 01, 2025

    1136 Black Oak Dr, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • Built 1971

    Last Sold Summary

    • $206/SF
    • 7 Days On Market

    Current Estimated Value $224,409

    Last Listing Agent Laura Newhall Taylor Made Deep Creek Real Estate

    1136 Black Oak Dr, Oakland, MD 21550
    • /22

      Est $203,331 Not Listed For Sale

      615 E High St, Oakland, MD 21550

      • 4 Beds
      • 2 Baths
      • 2,180 Sq Ft
      • Built 1920
      615 E High St, Oakland, MD 21550

      Last Sold Summary

      • 56% Above List Price
      • $60/SF
      • 257 Days On Market

      Last Sold Price $130,000

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

Showing Results 561 - 600, Page 15 of 18

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