12,214

Homes in ZIP Code 21550

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  • /26

    $237,500 Sold Apr 15, 2025

    • 157 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    11 Laurel Brook Dr, Oakland, MD 21550

    Check out this immaculately cared for 2 Bedroom, 2 Bathroom townhome in the Laurel Brook community. This townhome is the larger floorplan construction, meaning additional space and comfort over other townhomes in the community. Close to all the amenities of Deep Creek with recently updated bathrooms, kitchen, newer stainless steel appliances, and flooring. Furnishings convey to the new owner for

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    11 Laurel Brook Dr, Oakland, MD 21550
    • /41

      Est $328,272 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft

      139 Hunters Dr, Oakland, MD 21550

      139 Hunters Dr, Oakland, MD 21550
  • /8

    $279,991

    • 4 Beds
    • 2 Baths
    • 2,496 Sq Ft

    503 E Alder St, Oakland, MD 21550

    Investor’s Dream or Value-Seeker’s Opportunity | Queen Anne Victorian with Timeless Charm & Huge PotentialThis is the opportunity you’ve been waiting for—a true investor’s dream or the perfect chance for someone looking to buy a home at a low price and create exceptional value. This spacious and elegant Queen Anne Victorian combines historic beauty with incredible potential. The current

    Jameel Scott Coldwell Banker Realty

    503 E Alder St, Oakland, MD 21550
  • /15

    $53,000 Sold Apr 15, 2025

    • Land
    • 1.79 Acres
    • $29,609 per Acre
    • 224 Days On Market

    6 Quentin Ln, Mount Lake Park, MD 21550

    This 1.79-acre building lot offers the perfect blend of convenience and privacy!  Nestled in a sublime woodland setting close to Deep Creek Lake, at the end of a no-outlet private road, it’s central to all the essential amenities and services the resort area has to offer.  Reach Wisp Ski & Golf, Adventure Sports, State Parks, GC Community Aquatics & Recreation Complex, Lodestone Golf, theatres,

    Steven Ritchie Railey Realty, Inc.

    6 Quentin Ln, Mount Lake Park, MD 21550
    • /56

      Est $228,696 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,104 Sq Ft

      225 Spruce St, Oakland, MD 21550

      225 Spruce St, Oakland, MD 21550
  • /25

    $599,000

    • Land
    • 1.34 Acres
    • $447,015 per Acre

    LOT 25 Holy Cross Dr, Oakland, MD 21550

    Discover the perfect blend of privacy, prestige, and natural beauty with Lot 25 in The Reserve at Holy Cross—a premier wooded lakefront homesite tucked into a serene private cove on Deep Creek Lake. Boasting 1.34 acres and an impressive 251 feet of lake frontage, this exceptional lot offers the ideal setting to build your dream retreat. Enjoy direct access to the water with two dedicated boat

    Steven Ritchie Railey Realty, Inc.

    LOT 25 Holy Cross Dr, Oakland, MD 21550
  • /3

    $13,000 Sold Apr 14, 2025

    • Land
    • 2.00 Acres
    • $6,500 per Acre
    • 35 Days On Market

    0 Hutton Rd Unit MDGA2008936, Oakland, MD 21550

    2 acres off Hutton Rd

    Julie Mead The KW Collective

    0 Hutton Rd Unit MDGA2008936, Oakland, MD 21550
    • /83

      Est $2,691,339 Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 2,363 Sq Ft

      320 Lake Forest Dr, Oakland, MD 21550

      320 Lake Forest Dr, Oakland, MD 21550
  • /27

    $268,900

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    98 Bear Run Rd, Oakland, MD 21550

    TIRED OF CITY LIVING? ENJOY PLENTY OF ROOM TO ROAM ON THIS 2 ACRE TRACT WHICH INCLUDES A “FULLY FURNISHED” (26’ X 42’) 3 BR, 2 BA RANCHER (D-WIDE) W VINYL SIDING, SHINGLE ROOF, LGE COVERED FRONT PORCH, REAR ENCLOSED PORCH, CONCRETE BLOCK FOUNDATION AND 8-10 GRAVEL PARKING AREA. INTERIOR OFFERS A SPACIOUS LIV RM W CEILING FAN/LIGHT, W-W CARPET & PANEL WALLS. EAT-IN KIT W ALL APPLIANCES, TABLE &

    Mike Haywood The Mike Haywood Group

    98 Bear Run Rd, Oakland, MD 21550
  • /44

    $185,000 Sold Apr 14, 2025

    • 2,184 Sq Ft
    • $85/SF
    • 100 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    405 Sunnyside Rd, Oakland, MD 21550

    Welcome to 405 Sunnyside Road, a charming 3-bedroom, 2-bathroom ranch-style home nestled on a serene 1.57-acre lot in Oakland, Maryland. Built in 1974, this spacious 2,184-square-foot residence offers a blend of comfort and convenience, just minutes from downtown Oakland's amenities, including restaurants, shopping, and schools. The property includes an attached garage. The expansive lot offers

    Steve DuBrueler Coldwell Banker Premier

    405 Sunnyside Rd, Oakland, MD 21550
    • /85

      Est $1,504,589 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,688 Sq Ft

      757 Marsh Hill Rd, Mc Henry, MD 21541

      757 Marsh Hill Rd, Mc Henry, MD 21541
  • /23

    $44,900

    • Land
    • 0.59 Acre
    • $76,102 per Acre

    LOT 13 Bray Run Rd, 14, West Oakland, MD 21550

    Build your dream home or vacation retreat on this beautiful 0.59 acre lot in Bray Run! Just a short drive to the Deep Creek Lake area, you’ll have easy access to boating, paddling, fishing, and state park facilities. This ready to build site is part of a peaceful mountain community offering excellent amenities. Enjoy a playground, basketball court, scenic hiking trails, and the beauty of Bray Run

    Nicole Jackson Railey Realty, Inc.

    LOT 13 Bray Run Rd, 14, West Oakland, MD 21550
  • /125

    $880,000 Sold Apr 14, 2025

    • 3,537 Sq Ft
    • $249/SF
    • 109 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2004

    283 Highline Dr, Mc Henry, MD 21541

    Welcome to 283 Highline Dr in Mc Henry, MD! This stunning property offers a custom-built Southland log home with 5 bedrooms and 4 bathrooms, providing ample space for comfortable living.This home offers both room to spread out and the warmth of cozy log cabin living. As you step inside, you'll be greeted by amazing hardwoods throughout the house that add an elegant touch to the rustic

    Ronald Sebeck Revol Real Estate, LLC

    283 Highline Dr, Mc Henry, MD 21541
    • /30

      Est $122,661 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft

      812 Deer Park Ave, Oakland, MD 21550

      812 Deer Park Ave, Oakland, MD 21550
  • /25

    $115,000

    • Land
    • 0.64 Acre
    • $179,688 per Acre

    Lot 122 Fair Way, Mc Henry, MD 21541

    Premium Golf Course Building Lot at Lodestone – WISP Resort Discover the perfect blend of luxury, nature, and recreation with this beautifully wooded, gently sloping building lot nestled directly along the Lodestone Golf Course, one of Maryland’s premier mountain-top courses. Located within a small, gated community atop WISP Resort's ski mountain, this lot offers unmatched access to

    Rachel Bruch Railey Realty, Inc.

    Lot 122 Fair Way, Mc Henry, MD 21541
  • /22

    $145,800 Sold Apr 11, 2025

    • Land
    • 0.35 Acre
    • $416,571 per Acre
    • 2 Days On Market

    Lot 31 Snowshoe Ct, Mc Henry, MD 21541

    Imagine a walk out your front door in ski boots, where you immediately snap on your skis, and ski right over to your subdivision's private slope access. Picture the epic view from the top of the Wisp Main Street lift, as you head out for the best skiing in a multi-state region. Go right around the corner to snowtubing and the 3 season Mountain Coaster, or the myriad of other activities at the

    Lana Roby The KW Collective

    Lot 31 Snowshoe Ct, Mc Henry, MD 21541
    • /73

      Est $1,059,654 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,440 Sq Ft

      144 Middleton Rd, Oakland, MD 21550

      144 Middleton Rd, Oakland, MD 21550
  • /29

    $179,000

    • 1 Bed
    • 1 Bath
    • 484 Sq Ft

    565 Glendale Rd Unit 116, Oakland, MD 21550

    Don't miss this rare opportunity to own a beautifully updated 1-bedroom unit at Silver Tree Suites on Deep Creek Lake! This turn-key condo features recent upgrades and is being sold fully furnished, making it perfect as a vacation getaway or income-generating rental. The unit boasts a solid rental history, offering immediate investment potential. Enjoy access to a wide range of on-site amenities,

    Nina Beitzel Railey Realty, Inc.

    565 Glendale Rd Unit 116, Oakland, MD 21550
  • /13

    $122,000 Sold Apr 11, 2025

    • 1,092 Sq Ft
    • $112/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    31 Mount Airy Ct, Oakland, MD 21550

    One level living! This 3-bedroom, 2-bath home, located in the Hopeland Community on the outskirts of Oakland, is conveniently located to town, shopping and schools. Recently remodeled bathroom ($12k+) attractive kitchen cabinetry and hardwood floors in the main living space. Home is being sold 'as-is' and may not qualify for certain financing. Don't miss your chance to own a quaint home at an

    Katie Cantrell Taylor Made Deep Creek Vacations & Sales

    31 Mount Airy Ct, Oakland, MD 21550
    • /58

      Est $1,456,196 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,200 Sq Ft

      2411 Lake Shore Dr, Oakland, MD 21550

      2411 Lake Shore Dr, Oakland, MD 21550
  • /38

    $239,000

    • 3 Beds
    • 1 Bath
    • 1,199 Sq Ft

    5202 Hutton Rd, Oakland, MD 21550

    Charming ranch-style home offering 3 bedrooms, 1 full bath, and loads of potential! This one-level home sits on over 12 beautiful acres, providing plenty of space for outdoor activities, gardening, or even future expansion. The attached garage adds convenience, and the layout makes for easy, comfortable living. While the home does need some TLC, it’s priced to sell and perfect for those looking

    Nina Beitzel Railey Realty, Inc.

    5202 Hutton Rd, Oakland, MD 21550
  • /49

    $1,250,000 Sold Apr 11, 2025

    • 2,580 Sq Ft
    • $484/SF
    • 51 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2001

    215 Lower Penn Point Dr, Oakland, MD 21550

    Located in a welcoming community at Deep Creek Lake, this home offers serene lake views, a private dock on split lakefront, and easy access to outdoor adventures. The bright and spacious main level features vaulted ceilings, large windows, and an open layout perfect for entertaining. The living area, with its cozy gas fireplace, flows seamlessly into the kitchen and dining spaces, which open onto

    Lauren McCann Railey Realty, Inc.

    215 Lower Penn Point Dr, Oakland, MD 21550
    • /132

      Est $3,457,380 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 9,134 Sq Ft

      2524 Stockslager Rd, Oakland, MD 21550

      2524 Stockslager Rd, Oakland, MD 21550
  • /5

    $124,900

    • Land
    • 1.02 Acres
    • $122,451 per Acre

    Lot 53 Mountainview Dr, Oakland, MD 21550

    Ready to build lot in Deep Creek Lake's Mountainside Subdivision. This wooded lot is relatively level can be connected to public water and has an approved percolation test for an onsite septic system. Build you dream home in this mountaintop community with homes values ranging up to $2,000,000.

    Richard Saunders Samson Properties

    Lot 53 Mountainview Dr, Oakland, MD 21550
  • /6

    $180,000 Sold Apr 11, 2025

    • 980 Sq Ft
    • $184/SF
    • 67 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1986

    223 Old Crellin Rd, Oakland, MD 21550

    You wont want to miss this opportunity! Stunning view from every direction of mountains, farm and forest and not to mention , views of the Youch River! The possibilities and views are endless with offering two homes in As-Is condition. This Listing is for 223 Old Crellin rd with on 11.12 acres and a 1986, 980 sq ft single wide trailer on a foundation and 207 Old Crellin rd on 1 acre with a 1400

    Garrett Shingler Realty One Group Generations

    223 Old Crellin Rd, Oakland, MD 21550
    • /32

      Est $573,630 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft

      1519 Mayhew Inn Rd, Oakland, MD 21550

      1519 Mayhew Inn Rd, Oakland, MD 21550
  • /150

    $3,890,000

    • 5 Beds
    • 3.5 Baths
    • 4,156 Sq Ft

    197 Black Angus Dr, Oakland, MD 21550

    A one of a kind lakefront retreat overlooking a beautiful cove in the peaceful Pergin Farm community at Deep Creek Lake. Situated at the end of a quiet lane, the completely updated 5 bedroom 4.5 bath cottage style home also offers a separate 2 bedroom 2 bath guest dwelling, two individual dock sites and a beautiful tennis facility. With 2.15 acres+- and 400' of prime lake frontage at the end

    Bill Weissgerber Railey Realty, Inc.

    197 Black Angus Dr, Oakland, MD 21550
  • /21

    $275,000 Sold Apr 11, 2025

    • 1,840 Sq Ft
    • $149/SF
    • 171 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1991

    17 Laurel Brook Dr, Oakland, MD 21550

    Step into this newly remodeled three level townhome located a 1/4 mile from Deep Creek Lake, 10 minutes from Wisp Ski Resort and centrally located to dining and shopping. This unit would make a great second home with excellent short term rental potential. There are two bedrooms and one bath on the upper level, an all open concept on the entry level to include kitchen, dining and living. There is

    Michael Cumerlato Jason Mitchell Group

    17 Laurel Brook Dr, Oakland, MD 21550
    • /21

      Est $602,577 Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 3,612 Sq Ft

      471 Clifton Dr, Oakland, MD 21550

      471 Clifton Dr, Oakland, MD 21550
  • /61

    $818,000

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

    1875 Pysell Crosscut Rd, Oakland, MD 21550

    Instant opportunity for $50k equity! Appraised on 08/11/2025 for $868,000 with a new price you don't want to miss this chance. Beautifully maintained 5 bedroom 5 bathroom lake area chalet. Beautifully landscaped and situated on 4 +/- acres with partial views of the south side of Deep Creek Lake. This home offers it's new owners a tremendous amount of room for storage and entertaining. As well as

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    1875 Pysell Crosscut Rd, Oakland, MD 21550
  • /8

    $60,000 Sold Apr 09, 2025

    • Land
    • 6 Acres
    • $10,309 per Acre
    • 484 Days On Market

    8 Pheasant Run Rd, Deer Park, MD 21550

    Make this 5.82 acre partially wooded lot the location for your primary or vacation home. Perc approved for a four bedroom dwelling. Just a short drive to Deep Creek Lake, Wisp Resort, State parks and the town of Oakland. Located in the Moss Creek Subdivision, the HOA maintains the subdivision roads and snow removal. Easy access off of county maintained road to subdivision entrance. Drive by

    Nicole Jackson Railey Realty, Inc.

    8 Pheasant Run Rd, Deer Park, MD 21550
    • /68

      Est $1,458,016 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,854 Sq Ft

      1835 Marsh Hill Rd, Mc Henry, MD 21541

      1835 Marsh Hill Rd, Mc Henry, MD 21541
  • /27

    $785,000

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

    939 Glendale Rd Unit 19, Oakland, MD 21550

    SEE DOCUMENTS FOR 07/2025 TAX STATEMENT--$1,533 annual assessment for HOA reserves. $1,500 Annual fee to Bill's Marine for assumable boat-strip lease. $4,500 Annual condo fees. Condo Association responsible for roof, building exterior maintenance, lawn maintenance, snow removal, replacement of deck, porch and front door. Water is included in the condo fees. Sewer fees are not included and

    Rick Davis Richard A. Davis & Associates

    939 Glendale Rd Unit 19, Oakland, MD 21550
  • /31

    $70,000 Sold Apr 07, 2025

    • Land
    • 0.57 Acre
    • $122,807 per Acre
    • 835 Days On Market

    99 Black Diamond Ct, Mc Henry, MD 21541

    Corner .57 AC Lot #99 in the Highline II community offers a great mountaintop location! Save time and budget funds as you begin your building process with this level and ready-to-build lot. Enjoy privacy that backs to trees-underground utilities to site and public water/sewer available. Paved community sidewalks for easy walking/jogging and quick access to all recreation areas including Deep

    Kathy Gibson Railey Realty, Inc.

    99 Black Diamond Ct, Mc Henry, MD 21541
    • /81

      Est $786,135 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,921 Sq Ft

      43 Robinwood Dr, Oakland, MD 21550

      43 Robinwood Dr, Oakland, MD 21550
  • /15

    $78,500

    • Land
    • 0.71 Acre
    • $110,563 per Acre

    2 Fern Loop, Sang Run, MD 21541

    A clean .71-acre building lot in Sandy Shores Heights—level, partially wooded, with utilities to site. Minutes from Lodestone, Wisp, and Deep Creek Lake... this property sits in a quiet golf side loop with mountain views and paved access. Water and sewer taps included. Road maintenance and snow removal covered by HOA fees. Call today for details!

    Michael Fenton Railey Realty, Inc.

    2 Fern Loop, Sang Run, MD 21541
  • /11

    $79,900 Sold Apr 04, 2025

    • Land
    • 1.07 Acres
    • $74,673 per Acre
    • 4 Days On Market

    Lots 14 & 17 Mallard Loop, Oakland, MD 21550

    Located on the southern tip of Deep Creek Lake, Turkeyhead Estates, Lots 14 & 17 on Mallard Loop is 7 miles from Town Center Oakland or a short walk to the shore of Deep Creek Lake. Excellent building lots containing 1.06 acres. These lots do not have Turkeyhead Estates dock slips but are within the association.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    Lots 14 & 17 Mallard Loop, Oakland, MD 21550
    • /16

      Est $55,443 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 964 Sq Ft

      36 Preston Ln, Oakland, MD 21550

      36 Preston Ln, Oakland, MD 21550
  • /45

    $825,000

    • 3 Beds
    • 3 Baths
    • 2,744 Sq Ft

    198 Grandview Dr, Oakland, MD 21550

    Lake views for days and room to relax in every direction!Welcome to 198 Grandview Drive, a 3-bedroom, 3-bath log home perfectly perched to capture sweeping views of Deep Creek Lake and the surrounding mountains. With three finished levels of living space, this home blends rustic charm with modern comfort. Hardwood floors span the main and upper levels, while the finished lower level features

    Heather Taylor RE/MAX One

    198 Grandview Dr, Oakland, MD 21550
  • /46

    $110,000 Sold Apr 04, 2025

    • 2,060 Sq Ft
    • $53/SF
    • 82 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    3941 Pleasant Valley Rd, Oakland, MD 21550

    3 Bedroom/2 Bath home situated on .96 acre in the picturesque and gorgeous Pleasant Valley. This is a tremendous opportunity to own a home in the country! The detached garage is large enough for numerous toys or equipment, and is set up for a farm animal or two. A workshop w/basement and an additional shed provide space for storage, as well! If a great location is what your looking for, this

    Ben Maust Railey Realty, Inc.

    3941 Pleasant Valley Rd, Oakland, MD 21550

Showing Results 321 - 360, Page 9 of 18

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