239

Recently Sold Oakland, MD Homes

Section Image
  • /21

    $155,000 Sold May 22, 2025

    • 1,232 Sq Ft
    • $126/SF
    • 10 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1964

    3821 Underwood Rd, Oakland, MD 21550

    An excellent financial opportunity close to Oakland. This 3 bedroom, 1 bathroom ranch can be a great starter home for a young family or a flip. It has good bones and all utilities are in working order. It has a metal roof, vinyl windows and good vinyl siding. The interior needs remodeling; some sweat equity will go a long way for the next owner.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    3821 Underwood Rd, Oakland, MD 21550
  • /82

    $1,900,000 Sold May 16, 2025

    • 2,249 Sq Ft
    • $845/SF
    • 5 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1989

    228 Paradise Heights, Oakland, MD 21550

    Discover the best of life at Deep Creek Lake in this 4-bedroom (2 en suites), 4.5-bath home. Perfectly situated with a nearly level lawn leading to 91' of lakefront, this property features a private Type A dock and a screened, lakeside gazebo. The spacious interior boasts lake views from nearly every room. The home's thoughtful layout includes multiple gathering areas, ideal for entertaining. A

    Jay Quinn Taylor Made Deep Creek Vacations & Sales

    228 Paradise Heights, Oakland, MD 21550
  • /67

    $259,000 Sold May 14, 2025

    • 960 Sq Ft
    • $270/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1984

    655 Bray School Rd, Oakland, MD 21550

    This cozy 2-bedroom, 1-bath home is full of charm and nestled in a peaceful, wooded setting among the pines. A front deck welcomes you inside to a warm living room with a gas fireplace, perfect for those cool mountain evenings. Just off the living room is a flexible space—ideal for a home office, reading nook, or cozy sitting area. An open spacious kitchen with new stove completes the living area

    Susan Bell Railey Realty, Inc.

    655 Bray School Rd, Oakland, MD 21550
  • /24

    $27,500 Sold May 14, 2025

    • 2,256 Sq Ft
    • $12/SF
    • 18 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1914

    107 E Mason St, Oakland, MD 21550

    Just outside of town this home is easy access to most amenities and just minutes from freshwater lake and snow skiing. Offers a nostalgic feel of days gone by in this simple kitchen . Check it out today and make it your own home sweet home.

    Kathleen Miller Better Homes & Gardens Real Estate Old Line Group

    107 E Mason St, Oakland, MD 21550
  • /4

    $73,900 Sold May 12, 2025

    • 1,380 Sq Ft
    • $54/SF
    • 1 Day On Market
    • 3 Beds
    • 1 Bath
    • Built 1916

    112 E Pennington St, Oakland, MD 21550

    3 bedroom 2 story dwelling on quiet city street. enclosed porch front & rear. 2 car Detached garage. Estate property

    Robert Custer Custer Realty & Auction

    112 E Pennington St, Oakland, MD 21550
  • /67

    $855,000 Sold May 12, 2025

    • 2,874 Sq Ft
    • $297/SF
    • 7 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2017

    249 Marys Ln, Oakland, MD 21550

    **Epic Lake Views. Prime Location.** This rustic-modern log home, built in 2018, delivers the best of Deep Creek living with high-end finishes and jaw-dropping views. Inside, vaulted ceilings soar over an open floor plan, anchored by a stunning stacked stone fireplace. The heart of the home? A top-of-the-line kitchen with premium upgrades and hardwood finishes throughout. With 5 bedrooms, 3.5

    Jon Bell Railey Realty, Inc.

    249 Marys Ln, Oakland, MD 21550
  • /42

    $175,000 Sold May 09, 2025

    • 1,200 Sq Ft
    • $146/SF
    • 49 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    603 Oak St, Oakland, MD 21550

    Affordable home in Mountain Lake Park. One level living; three bedrooms; one full bath; one half bath, living room/dining room just off the kitchen. Large, two car garage; large storage room off the garage, and an attic for storage. Outside there is a 33' X 12" back deck with a nice yard. Seller just had the electric wiring and panel box upgraded, so this home should have no problem

    Andrew Orr Railey Realty, Inc.

    603 Oak St, Oakland, MD 21550
  • /49

    $790,000 Sold May 09, 2025

    • 2,250 Sq Ft
    • $351/SF
    • 79 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2003

    158 Silver Tree Ln, Oakland, MD 21550

    Luxurious Lake Access Craftsman at Silver Tree Landing – This 5 Bedroom, 4.5 Bath home features crisp and clean modern finishes, an updated kitchen with stainless appliances and stone countertops, a spacious deck with a hot tub, and scenic views of Deep Creek Lake. Vaulted ceilings in the main living area with plenty of glass to let in the light and the views. There is a massive loft upstairs

    Jon Bell Railey Realty, Inc.

    158 Silver Tree Ln, Oakland, MD 21550
  • /38

    $398,350 Sold May 07, 2025

    • 2,142 Sq Ft
    • $186/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    601 Hope Ave, Oakland, MD 21550

    BRAND NEW CONSTRUCTION! 3BR/2.5BA home in Country Club Acres, near Oakland golf course! 2,142sf and roughly .79 acres of land (lots 45 & 46 combined). Modern design offering plenty of natural light, open living and elite finishes. Features include Andersen windows & slider, custom tile bathrooms, stone fireplace, gourmet kitchen, Kraftmaid cabinets, granite counters and an incredibly energy

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    601 Hope Ave, Oakland, MD 21550
  • /16

    $100,000 Sold May 02, 2025

    • Land
    • 2.40 Acres
    • $41,667 per Acre
    • 433 Days On Market

    0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550

    Looking for prime commercial real estate in Oakland? This 2.8 +/- acre property is zoned commercial and offers approximately 750' of frontage on the Little Youghiogheny River. Approximately 320' of frontage on Maryland Highway/Route 135 providing excellent site visibility from State Highway. Public water/sewer available. Exact acreage is subject to pending lot line adjustment. Buyer responsible

    Nick Fratz-Orr Railey Realty, Inc.

    0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550
  • /54

    $595,000 Sold Apr 30, 2025

    • 2,660 Sq Ft
    • $224/SF
    • 26 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2000

    1385 Mountainview Dr, Oakland, MD 21550

    Nestled in a serene wooded neighborhood, this stunning water-access chalet offers the perfect blend of rustic charm and modern comfort. Spanning three levels and over 2600 sq ft of finished space, the home boasts an inviting open-concept living space with a striking stone fireplace, perfect for cozy evenings. The main floor features a well-appointed kitchen, a spacious dining area, and large

    Nina Beitzel Railey Realty, Inc.

    1385 Mountainview Dr, Oakland, MD 21550
  • /53

    $1,300,000 Sold Apr 30, 2025

    • 2,076 Sq Ft
    • $626/SF
    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    735 Winston Rd, Oakland, MD 21550

    366.62 acre farm 30 minutes from Deep Creek Lake, 30 minutes from Canaan Valley West Virginia offers cleared farmland and wooded acreage teeming with wildlife, this farm nestled in the woods along Route 50 is suited for hunters and homesteaders alike. Along with plenty of room to roam and abundant privacy, this property features two farm sheds with ample workspace, storage space and potential

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    735 Winston Rd, Oakland, MD 21550
  • /88

    $1,145,000 Sold Apr 29, 2025

    • 3,820 Sq Ft
    • $300/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    324 Penn Cove Rd, Oakland, MD 21550

    Stunning log home situated on a large lot in the private Penn Cove community. This turn-key home offers new hardwood flooring, granite countertops, new appliances, new furnace/heat pump, new decks, new carpet, remodeled bathrooms, an open floorplan, large stone propane fireplace, and a substantial kitchen island. The four bedrooms (two of which are suites) provide plenty of room to enjoy friends

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    324 Penn Cove Rd, Oakland, MD 21550
  • /26

    $400,000 Sold Apr 21, 2025

    • 146 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    142 Lemley Dr Unit I, Oakland, MD 21550

    3 Bedroom 2 Bath ranch style property with gorgeous lake, ski slope and mountain views AND a deeded dock slip. Conveniently located close to all area amenities. Park like setting with lots of open space. Surrounded by walking trails. Most furnishings convey. No association height restrictions for rebuild on this unit as well but the properties located n front of this cottage are restricted in

    Andrew Eiswert Railey Realty, Inc.

    142 Lemley Dr Unit I, Oakland, MD 21550
  • /10

    $30,000 Sold Apr 21, 2025

    • Land
    • 0.84 Acre
    • $35,714 per Acre
    • 590 Days On Market

    5 Warnick Way, Oakland, MD 21550

    Looking for a homesite with quiet setting and near Deep Creek Lake, look no further. Lot is wooded, adjoins state land, no HOA fees. An approved perc for 4 bedrooms. Easy access off of county road. Sign on property. Call for details!

    Nicole Jackson Railey Realty, Inc.

    5 Warnick Way, Oakland, MD 21550
  • /47

    $407,000 Sold Apr 18, 2025

    • 2,330 Sq Ft
    • $175/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    20241 Garrett Hwy Unit 5, Oakland, MD 21550

    Located right in the heart of Deep Creek Lake, this stunning 3-level condo offers the perfect blend of luxury and comfort with breathtaking water views! Boasting 3 spacious bedrooms and 2.5 baths, this home features an open-concept main floor with an eat in kitchen, cozy living area, separate dining space, breakfast nook, and large windows that flood the space with natural light. The main level

    Nina Beitzel Railey Realty, Inc.

    20241 Garrett Hwy Unit 5, Oakland, MD 21550
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /66

    $575,000 Sold Apr 04, 2025

    • 3,300 Sq Ft
    • $174/SF
    • 174 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2006

    8 Winding Trail Ln Unit 1, Oakland, MD 21550

    Introducing a perfect blend of luxury and convenience, this exquisite 5BR, 3-level vacation home in Timberlake Village at Deep Creek Lake offers a host of features designed for modern living and outdoor enjoyment. Whether you are seeking a wonderful home to create memories or an investment opportunity in the vacation rental market, this property delivers on all fronts! Enjoy your private

    Mike Kennedy Railey Realty, Inc.

    8 Winding Trail Ln Unit 1, Oakland, MD 21550
  • /80

    $696,000 Sold Apr 02, 2025

    • 3,066 Sq Ft
    • $227/SF
    • 170 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2001

    1489 Mountainview Dr, Oakland, MD 21550

    Discover your retreat in this spacious 5-bedroom, 3-bath home nestled in the highly sought-after Mountainside community. Located just a stone's throw from a range of lake activities, this residence offers both tranquility and convenience in a picturesque setting. With over 3,000 square feet of thoughtfully designed living space, this home accommodates both relaxation and entertaining with ease.

    Larry Smith Railey Realty, Inc.

    1489 Mountainview Dr, Oakland, MD 21550
  • /68

    $540,000 Sold Mar 31, 2025

    • 1,700 Sq Ft
    • $318/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    20160 Garrett Hwy Unit F503, Oakland, MD 21550

    Rare opportunity to own a completely renovated double unit at Will O The Wisp at Deep Creek Lake! Unit 503F extends from the 5th level up to the 7th level penthouse offering 3 bedrooms and 2 full bathrooms. The upper level bedroom is a penthouse suite offering two beds overlooking the lake and its own full bath. Enjoy eastern exposure with incredible sunrises overlooking the lake. Will O The Wisp

    Nick Fratz-Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit F503, Oakland, MD 21550
  • /131

    $2,250,000 Sold Mar 31, 2025

    • 4,713 Sq Ft
    • $477/SF
    • 131 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1983

    1746 Stockslager Rd, Oakland, MD 21550

    Charming Lakefront Craftsman on Stockslager Rd – This 5 Bedroom, 4.5 Bathroom lakefront estate is situated on 1.25 acres of wooded land and features a detached carriage house with a game room, sprawling back deck overlooking Deep Creek Lake, and 270’ of level lakefront. Boardwalk patio down to your Type A dock and lakeside bar. Attached 2-car garage with EV charger and an in-law suite upstairs.

    Jon Bell Railey Realty, Inc.

    1746 Stockslager Rd, Oakland, MD 21550
  • /100

    $455,000 Sold Mar 28, 2025

    • 2,441 Sq Ft
    • $186/SF
    • 115 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    230 Moose Crossing, Oakland, MD 21550

    Looking for a renovated home on a few acres with an oversize garage and a central location just minutes to Oakland and Deep Creek Lake? Look no further! 230 Moose Crossing offers 3 bedrooms and 2 full bathrooms with 2400 square feet of living space plus a full, unfinished basement on 2.97 acres. Two living rooms on the main level provide plenty of space for guests. The home has an attached

    Nick Fratz-Orr Railey Realty, Inc.

    230 Moose Crossing, Oakland, MD 21550
  • /55

    $503,000 Sold Mar 28, 2025

    • 2,608 Sq Ft
    • $193/SF
    • 232 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2005

    180 Roman Ridge Rd Unit 18, Oakland, MD 21550

    Nestled in the mountains of Deep Creek Lake, this lakeview home in Traders Landing appeals to those wanting a relaxing or adventurous experience. Offering four bedrooms, four and a half baths, open floorplan and three levels of living space. The lake and mountain views from this home are truly breathtaking; you can enjoy them while relaxing on your lakefront deck. The location is also hard to

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    180 Roman Ridge Rd Unit 18, Oakland, MD 21550
  • /42

    $430,000 Sold Mar 27, 2025

    • 1,596 Sq Ft
    • $269/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    426 Pergin Farm Rd, Oakland, MD 21550

    3BR, 2BA turnkey vacation retreat! Upgrades GALORE! This home been tastefully remodeled updated bathrooms, flooring, kitchen, EV charger and offered fully furnished! One top of that, new in 2024: 40 year metal/steel roof with sky lights, egress windows replaced in each bedroom, Mesh Wireless Network added (including wifi extenders), smartlocks, washing machine, refrigerator, dishwasher and fully

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    426 Pergin Farm Rd, Oakland, MD 21550
  • /42

    $175,000 Sold Mar 21, 2025

    • 960 Sq Ft
    • $182/SF
    • 23 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1972

    112 B St, Oakland, MD 21550

    Charming 3-Bedroom Home with Endless Potential!Step into this cozy and inviting 3-bedroom, 1-bath home just minutes from town! Enjoy the convenience of off-street parking and a spacious deck—perfect for relaxing or entertaining. The nice yard offers ample space for outdoor activities, complete with a storage shed for all your tools and toys.The unfinished basement is full of

    Thomas Long Railey Realty, Inc.

    112 B St, Oakland, MD 21550
  • /52

    $250,000 Sold Mar 21, 2025

    • 2,352 Sq Ft
    • $106/SF
    • 153 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1974

    5267 George Washington Hwy, Oakland, MD 21550

    This stunning home sitting on top of Backbone Mountain has been completely gutted and remodeled with a modern and sophisticated look! The 4 bedroom 1 1/2-bathroom open concept home features a brand-new metal roof, front and rear deck, fresh paint inside and outside as well as new LVP flooring throughout. The kitchen has new cabinets with quartz countertops with matching faucet and light

    Jennifer Jackson Charis Realty Group

    5267 George Washington Hwy, Oakland, MD 21550
  • /69

    $535,000 Sold Mar 21, 2025

    • 3,000 Sq Ft
    • $178/SF
    • 277 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2006

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

    Looking for ease of living here at the lake? Look no further! This 5BR/4BA condo offers over 3000 square feet of finished living space spanning over 3 levels. A large kitchen offers ample space for cooking for larger gatherings. A floorpan bonus at Timberlake Village are the two large living areas; one upstairs and one downstairs, excellent for multiple levels of entertainment. Enjoy an evening

    Nick Fratz-Orr Railey Realty, Inc.

    180 Winding Trail Ln Unit 5A, Oakland, MD 21550
  • /63

    $689,000 Sold Mar 18, 2025

    • 3,756 Sq Ft
    • $183/SF
    • 4 Beds
    • 4.5 Baths
    • Built 2010

    805 Hunters Ridge Dr, Oakland, MD 21550

    4BR, 4.5BA, 3800sf mountaintop log retreat, surrounded by mature trees and perched on a huge 4.5 acre parcel. Hunters Ridge is a southern-lake area community at the headwaters of Deep Creek, the namesake stream that feeds into the nearby lake. Experience a private setting off-the-beaten-path but still close to Oakland (10 min) and everything Deep Creek Lake (5 min) & Wisp (15 min) has to offer.

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    805 Hunters Ridge Dr, Oakland, MD 21550
  • /4

    $140,000 Sold Mar 17, 2025

    • Land
    • 9 Acres
    • $15,217 per Acre
    • 0 Days On Market

    9.3 +/- Acres Upperman Rd, Oakland, MD 21550

    Views across the Appalachian Mountains that span for miles on 9.3+/- acres. Level to gently sloped with a grove of woods and the balance in a pasture. Southern exposure taking in the SW and the SE too. Bordering Wolfden State Park. A unique combination of some of the most requested features.

    Russell Bounds Railey Realty, Inc.

    9.3 +/- Acres Upperman Rd, Oakland, MD 21550
  • /100

    $1,765,000 Sold Mar 14, 2025

    • 3,546 Sq Ft
    • $498/SF
    • 16 Days On Market
    • 7 Beds
    • 6.5 Baths
    • Built 2001

    946 Glendale Rd, Oakland, MD 21550

    Wake up to your front-row seat to Deep Creek Lake.You want a getaway that feels like yours?Room for everyone without stepping on toes.And views that make you forget your phone even exists.This 7-bedroom, 6.5-bath modern masterpiece is the lake house you've been dreaming of.Step inside and be greeted by an open floor plan flooded with sunlight. A two-story wall of glass

    Jon Bell Railey Realty, Inc.

    946 Glendale Rd, Oakland, MD 21550
  • /42

    $675,000 Sold Mar 14, 2025

    • 2,000 Sq Ft
    • $338/SF
    • 389 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1988

    26 Arrowhead Ln, Oakland, MD 21550

    Nestled in the heart of Deep Creek, with lake views and a designated dock this spacious 3-bedroom, 3-bathroom end-of-row townhome stands tall in the sought-after Arrowhead Community. Property features a bedroom and bathroom on every level, ensuring both privacy and convenience for you and your family. Arrowhead Condos offers more than just a residence; it's a lifestyle. Immerse yourself

    Kellyann Green Railey Realty, Inc.

    26 Arrowhead Ln, Oakland, MD 21550
  • /80

    $855,000 Sold Mar 13, 2025

    • 2,976 Sq Ft
    • $287/SF
    • 88 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1989

    33 Black Bear Ct, Oakland, MD 21550

    Welcome to your dream retreat! This stunning 5-bedroom, 3-level home offers the perfect blend of comfort and luxury, nestled just steps from Deep Creek Lake. As you enter, you'll be greeted by an inviting open floor plan that maximizes natural light and filtered lake views from expansive windows. The main level features a spacious living area with a cozy fireplace, a gourmet kitchen equipped with

    Nina Beitzel Railey Realty, Inc.

    33 Black Bear Ct, Oakland, MD 21550

Showing Results 41 - 80, Page 2 of 6

How to Buy a Home How to Sell a Home How to Rent a Home