The median home value in Oakland, MD is $387,250.
This is
higher than
the county median home value of $281,900.
The national median home value is $338,100.
The average price of homes sold in Oakland, MD is $387,250.
Approximately 44.01% of Oakland homes are owned,
compared to 38.07% rented, while
17.92% are vacant.
Oakland real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Oakland real estate agent to arrange a tour today!
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 that makes an excellent game room and a private firepit patio just off the driveway. The community access trail to the lakeside rec area is less than 400 ft from your front door. Conveniently located next door to Dutch’s and Silvertree Marina - Minutes from state parks and Wisp Resort. If you’re looking for an elegant lake access home, that puts you right in the heart of Deep Creek Lake. Call today to schedule your private showing!
Prime Commercial Opportunity at Thayer Center – Oakland, MD Discover endless possibilities with this versatile 6,300 sq. ft. commercial space located in the highly sought-after Thayer Center in Oakland, Maryland. Surrounded by established professional services, this location offers prime visibility and convenience, making it the perfect setting for a variety of business ventures. Whether you're envisioning office space, retail, or a specialized service, the open layout allows for flexible design and customization to meet your needs. This is an exceptional opportunity to establish or expand your business in one of Oakland's most professional complexes. ?? 6,300 sq. ft. of adaptable space ?? Prime location within Thayer Center ?? Surrounded by reputable businesses and services ?? Easy to show and competitively priced to sell Don't miss your chance to secure this exceptional commercial space. Schedule a tour today!
Secluded Hunting Cabin with Breathtaking Mountain Views on 50 Acres Escape to your own private retreat with this charming 2-bedroom, 1-bathroom hunting cabin nestled on 50 acres of untouched wilderness. Perfectly designed for outdoor enthusiasts, this property offers the ultimate destination for hunting, hiking, and exploring. The expansive acreage features a diverse mix of wooded terrain, open spaces, and natural trails, creating an ideal habitat for wildlife. Whether you're tracking game or simply enjoying the peaceful surroundings, this property is a hunter's paradise. Inside, the cabin exudes rustic charm with an open living area and a fully equipped kitchen to prepare meals after a day outdoors. Two comfortable bedrooms provide a place to unwind, and the bathroom offers all the essential amenities. Spend your mornings watching the sunrise over the mountains from the porch and your evenings around a campfire under a canopy of stars. With endless potential for adventure and relaxation, this secluded haven is the perfect escape for those who love the outdoors. Don’t miss your chance to own a slice of wilderness paradise. Schedule your private showing today!
The property offered for sale is located on the southwest corner of Maryland Highway, State Route 135 and Main Street, Deer Park. It is 2.5 acres, more or less, which is part of Parcel 0069 Map 0073, containing 32.20 acres, more or less. The remaining 30.00 acres on the northwest side of Route 135 is not included. The 2.5 acres is an estimate of area and is subject to a survey for verification. The Single Family Residence built in 1920 has 5 bedrooms, 1 full bathroom and 1 half bathroom. The residence is being sold "As Is". The residence is prime for renovation; the lot may have commercial potential. The current principal access to the subject is through a shared driveway belonging to a neighboring parcel Map 310 Parcel 688; access to the shared driveway is not deeded. The property is within the town limits of Deer Park Maryland and subject to ordinances and zoning of that municipality.
This mountain chalet is a stunning retreat nestled in the heart of a picturesque alpine setting. Perched on a gentle slope, it offers breathtaking views of Deep Creek Lake framed by mountains. Its architecture blends rustic charm with modern luxury, showcasing natural materials such as hardwood finishes, stone accents, and expansive glass windows to provide natural light and to bring the beauty of the outdoors inside. Large wraparound decks extend from multiple levels, providing ideal spots to take in the lake, mountain views and gaze at the stars. Enjoy the hot tub after a day of skiing, sledding or hiking. The centerpiece of the home, the great room, boasts soaring vaulted ceilings with natural wood ceilings. A grand stone fireplace anchors the space, creating a cozy gathering spot. Plush seating and upscale furnishings complement the natural aesthetic. An open-concept kitchen with custom cabinetry, granite countertops, and high-end stainless steel appliances. The large island offers bar seating. Adjacent to the kitchen, the dining area offers space for family meals, with direct access to the deck for al fresco dining. Five bedrooms, five baths! The luxurious primary bedroom includes a separate sitting area/additional sleeping space with wet bar. The en-suite bathroom offers a soaking tub and a walk-in shower. Four additional bedrooms uniquely designed, featuring bathrooms, plush bedding, and ample closet space. Conveniently located to all shopping, state parks, Wisp ski area and everything that the magic of Garrett County offers.
**SPLIT LAKE FRONT** WITH TYPE A DOCK**Discover this stunning chalet-style home located in the coveted Penn Point subdivision at Deep Creek Lake. Luxury vinyl plank flooring through out, fresh paint, all new decking and railings, new pine tongue and groove through-out giving a warm lodge feel. The main floor is open concept, living, dining, kitchen and half bath, the upper level presents 2 bedroom, 2 bath with laundry, and two balconies to take in the lake views. The lower level features a huge bonus room, with a private bath, this flex space is set up with a desk area, living area and sleeping quarters, with double french doors to enjoy your lake view. The main level features a cozy stone gas fireplace, creating the warm and inviting atmosphere you expect from a lakeside retreat. Natural light pours through expansive windows (all Andersen Windows), showcasing the surrounding scenery and bringing the outdoors in. The open-concept kitchen boasts stainless appliances, granite countertops, and a generous island—ideal for entertaining. Outdoors, enjoy the large deck, hot tub and fire pit area—perfect for relaxing. This home offers a lake front area and includes a private Type A dock, just steps down the private road to enjoy boating, fishing, and swimming. Whether you’re seeking a full-time residence or second home, this gem captures the essence of lake living at Deep Creek Lake. Nestled in the serene Penn Point community, you’ll love the peaceful surroundings while being just minutes away from local dining, shopping, and outdoor adventures. ADDITIONAL LOT INCLUDED --tan and red 1 car pole building (built by C&N Metals) perfect to house your lake toys, golf cart or side by side.
Riverside Suites offers 12 rooms and an additional 1BR, 1BA apartment with kitchen and garage! Two of the 12 rooms have been renovated with a third room under construction for renovations to be completed. The apartment offers its own electric and can be rented separately from the hotel, creating multiple income opportunities. Excellent exposure from Maryland Highway creates opportunity for strong occupancy rates. Paved Driveway. ADA Compliant room on main level. Front desk is open 7 days per week. Looking for your next investment opportunity? Call today to schedule a private showing! Riverside Grill and additional 2.82 acre commercial lot also for sale separately or together. Lots of opportunities with this property!
Silver Tree Suites offers 350' of pristine shoreline at Deep Creek Lake with western exposure centrally located to all area amenities. Unit 212A offers a one level floorpan with private bedroom on the second floor of building A which offers easy access to the lobby, elevator, gym, sauna, game room and patio area overlooking the lake. Condominium ownership at Silver Tree Suites offers ease of maintenance as the association takes care of all of the grounds and building maintenance. This unit is an established vacation rental ready for you to take ownership this summer! Call today to schedule a private showing!
Come enjoy the mountain views from this well maintained 4 bedroom 3 bath split-level home on just over an acre of wooded privacy. Just minutes from the Deep Creek Lake or Oakland area and within a short drive to WV Blackwater Falls and Canaan Valley.
Escape to Serenity: Your Dream Log Home Awaits! Nestled in the heart of a picturesque lake and mountain area, this charming log home offers the perfect blend of rustic charm and modern touches. With cathedral wood ceilings and a cozy gas fireplace, the spacious living area invites you to relax and soak in the warmth and beauty of your surroundings. The living area steps out to a large covered porch and the kitchen area is off of a second large deck with a hot tub and an area for outside dining. The loft primary bedroom and bath are a wonderful retreat with a balcony for morning coffee with a space for an at home office. Spacious main level bedroom with two closets and a sliding door leading to the covered porch. A second main level bedroom and a full bath complete the picture. The lower level has a family room for movies and a cozy electric stove. Large utility room 2 closets. An attached one car garage is off of the utility room that could be easily finished. Located on a beautiful, large, private lot with a wonderful fire pit for smores and storytelling. A large barn style storage shed is also included. Close to all the activities that Deep Creek Lake and Wisp Ski Area have to offer! Whether you're looking for a year-around retreat or a vacation getaway, this property provides the peace and seclusion you've been dreaming of. Call today for your exclusive viewing!
Beautiful lakefront home offering 89' of lakefront and a private dock. This home has been remodeled and is very warm and inviting from the moment you enter. Boasting a great island featuring granite countertops, and plenty of seating for family and friends. The lakefront views are unobstructed year round, and can be enjoyed from most any room. The outside space is just as pleasing with a wrap-around Trex deck, stone patio with a hot tub, and a firepit. If all of this isn't enough, take a few steps down to the lakefront and enjoy the type A dock. The central location is also hard to beat, just minutes to coffee, ice cream, Wisp Ski Resort, grocery stores and restaurants. Established rental "Moments & Memories". Call today to preview!
If you are looking for a private, tranquil setting , this is it! This streamside cottage fronts the popular trout stream Hoyes Run, and feels warm and inviting from the moment you enter. Offering three bedrooms, a nice sunroom and plenty of windows to enjoy the outside during any season. The hot tub and large deck are ideal to enjoy with family and friends, while also enjoying the sound of the stream flowing nearby. Located just minutes to Wisp Ski Resort and Deep Creek Lake, this home is sure to check off all the boxes. Established rental "By The Stream".
Escape to the tranquility of country living with this inviting 3-bedroom, 1-bath home situated on a spacious 1-acre lot. Surrounded by two farms, this property offers plenty of privacy and a serene atmosphere. Inside, you'll find updated features, including new appliances and modern electrical wiring, ensuring a comfortable and worry-free living experience. The property also boasts a heated detached garage with ample space for a workshop or extra storage, perfect for hobbyists and DIY enthusiasts. Two additional outbuildings provide even more options for storage, gardening tools, or creative projects. You will be 15 minutes from both Oakland, MD and Thomas, WV Enjoy the best of both worlds—privacy, peace, and easy access to country amenities. Whether you're looking for a home with room to grow, a hobbyist's paradise, or just a place to unwind, this charming property has it all! Call now for more details and to schedule your private tour!
This beautifully updated traditional-style home offers the perfect blend of classic charm and modern convenience. Boasting a spacious and functional layout, this home features two expansive main-level living areas, ideal for both everyday living and entertaining. The high-end updated kitchen is a chef’s dream, complete with top-of-the-line appliances, elegant cabinetry, and a large island for extra prep space. The main level also includes a comfortable bedroom, perfect for guests or multi-generational living. Upstairs, you'll find a generous primary suite with ample space for relaxation, along with three additional well-sized bedrooms offering flexibility for a home office, playroom, or extra guest space. Enjoy the outdoors in your large, flat backyard, which includes a back deck and a cozy firepit area—perfect for summer gatherings or chilly evenings under the stars. The attached two-car garage provides protection from the elements and additional storage space, ensuring convenience year-round. Located in an incredible neighborhood, this home is just minutes from local schools, the hospital, and downtown Oakland’s shops and restaurants. For those who love outdoor recreation, Deep Creek Lake and Wisp Resort are less than a 20-minute drive away. Don’t miss the opportunity to own this stunning home in a highly sought-after location—schedule your private tour today!
Escape to a simpler time with all the modern conveniences you desire at this 2-bedroom log cabin in the Yellowstone Village. The main level envelops you with the uniqueness and charm from the great room with an old-fashioned stone fireplace to warm up the chilling evenings and furniture that begs you to sit a while, to the quaint, yet full-sized kitchen with the cutest dining table. Venture up the unique stairs with a handmade railing to the loft with a futon for additional sleeping space and an inviting seating area with a bookshelf of goodies. The loft makes a perfect getaway space for the children to have their own Deep Creek Lake adventure! The front porch calls you to sit and relax a while in the handcrafted unique log chairs, take a deep breath of clean mountain air, and look at the beautiful wooded scenery of Yellowstone Village. A small deck private deck offers a hot tub perfect for a relaxing soak and an outdoor charcoal grill. Yellowstone Village is centrally located in the Deep Creek community with close access to State parks, Restaurants, Movie theaters, Night life music, and just 10 minutes to the Wisp Ski resort where you will find Snow skiing, Rope courses, Mountain coaster, White water rafting and so much more. Oh yeah if you like Golf, there are 5 Golf courses within a 30 minute drive.
Picture perfect 4 bedroom 2 bath timber frame Stonewall Jackson Cabin with custom features throughout! Custom doors and beautiful hardwood floors. This gorgeous custom built post and beam styled home situated on a double lot will have you marveling at it's uniqueness the moment you step inside. One of Rex Anderson's masterpieces, the attention to detail and hand milled woodwork is incredible. From the custom-made cherry cabinets to the handmade oak staircase and exposed beamed ceilings throughout. It's a stone's throw from Deep Creek Lake and conveniently located to this unique area's attractions. *** Bonus: The adjacent buildable lot is included with acceptable contract and the home is being offered with a 1-year home warranty.
Perfect opportunity to own and manage your own business, especially if you are into vehicle repairs. Tressler's Garage is a very profitable repairs business where you can be up and running as soon as you purchase. Everything you need to be off and running when you buy is included in this sale including office equipment, diagnostic equipment, shop equipment and miscellaneous tools. To be negotiated, but owner willing to stay on for a period of time to consult. Main garage is 80'X40" plus another roughly 1500 sq. ft. of office, lunch room, restroom, check out area, and waiting room. Tile floors in these areas with wanescoting on walls. Incredible heating system that uses used motor oil for heating which is obviously very efficient. Financials available with a signed NDA. The neighboring property, 4960 Hutton Road is also for sale and could be purchased to combine the parcels. It is a 2BR-1BA home sitting on .88 ac and listed for $165,000. Call listing agent for additional details. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY.
3 Bedroom, 2 full bath, split level home- Private, central location in Oakland. 2 blocks from Broadford Elementy & 1 mile from Hospital. Beautiful lot, with private backyard surrounded by large pine trees. 3 BRs on main floor, large rec room in basement, with hook up for wood stove. Huge living /dinning room with bay windows overlooking both front & back yard, lots of natural light! Kitchen with plenty of cabinet space, 2 car garage & large covered back deck, surrounded by flower gardens. Yard is totally surrounded by large pines making this a nice private lot, yet minutes to center of town. . Backyard shed for storage. Call agent for a showing on this great property!
An Iconic 50-acre Estate at Deep Creek Lake with a Deeded Boat Slip, Equestrian Amenities and Rental/Event Potential! Introducing "Double Eagle Ranch," a one-of-a-kind property at Deep Creek Lake, offering the perfect blend of luxury, outdoor adventure, and incredible income-producing potential. This 50-acre Aspen style ranch and estate is a true gem for horse lovers, nature enthusiasts, and those seeking a unique opportunity to host events, weddings, or private retreats. With a proven rental history, the property is already established as a sought-after destination, making it a smart investment for someone looking to generate income while enjoying the best of lake and mountain living. The 5-bedroom home is designed with timeless ranch-style elegance, featuring large windows that flood the living spaces with natural light and offer stunning views of the surrounding farm and landscape. The spacious interior includes a stunning gourmet kitchen, multiple living areas, a game room, and a large mudroom with a dog bath—everything you need for comfort and relaxation with so many unique features like hand scraped hardwood floors, commercial grade wi-fi, three fireplaces, custom plaster walls and so much more! But it’s the outdoor spaces that truly make this property extraordinary. Perfect for equestrian enthusiasts, the ranch offers five scenic, fish-stocked ponds, expansive riding rings, and ample fenced pastureland for horses to roam and a heated barn and equipment shed! Multiple RV hookups and plenty of parking are available for guests, making it ideal for hosting large groups or events. The property also features a deeded waterfront parcel with a private brand new dock—perfect for boating, fishing, or simply enjoying the tranquility of Deep Creek Lake. For those looking to gatherings or retreats, this estate offers a spectacular setting, with the pavilion and fire pit area providing an unforgettable backdrop for gatherings. The scenic hiking and riding trails, with their vibrant fall foliage, are perfect for nature walks or a peaceful retreat. Additionally, this property has the potential for further development, with the potential to build 7 additional homes, making it an ideal opportunity for someone interested in creating a private enclave or a luxury residential community. Located just minutes from the heart of Deep Creek Lake, this estate offers endless possibilities as an income-generating property, a private sanctuary, or an extraordinary venue for special gatherings. Whether you’re seeking a retreat for yourself or a business venture with multiple income streams, Double Eagle Ranch is a rare opportunity to own an iconic, multi-faceted property that offers both luxury and income potential. This property consists of the main home and 28.96 acres along with a second parcel that is 18.87 acres along with several outbuildings, barns, sheds and a 2nd dwelling. 50 Year Architectural Shingle Roof '21! Filtered and Oxidized Water! Instant Hot! 250+ Electric! The entire farm is wired for a generator! Septic Expanded and Updated in '22! No expense spared in this home that was built by the current owner and has been lovingly updated and maintained!
3 Bedroom/2 Bath farm house situated on .96 acre in the picturesque and gorgeous Pleasant Valley 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 great space for storage, as well! If a great location is what your looking for, this may be the perfect one for you!
This lovely lakefront two-level ranch house is well-sited on a gently sloping 1.11 acre lot on a quiet cul-de-sac in the private Penn Cove community. The home offers beautiful views of the lake from nearly every room. With five spacious bedrooms (one of which is brand new) and a bonus room, there is ample space for accommodating family and guests. The kitchen and bathrooms have been recently updated. The main family room, featuring a stunning natural stone fireplace, is bathed in natural light from vaulted ceilings and skylights, and opens onto a deck that is an ideal spot for grilling and outside dining. The spaciousness of the lower-level means there is plenty of room for a tv viewing area, a pool table, exercise equipment, a laundry room, a utility room, and storage closets. This level also opens onto a spacious lower deck that is perfect for entertaining or relaxing in the hot tub. The lot has 157 feet of pristine shoreline, offering a private sanctuary for relaxation and recreation. A Class A dock with an extra wide sitting section is ideal for sunbathing, watching sunsets, or jumping off into the tranquil waters of Penn Cove. Penn Cove is a 24/7 minimum wake zone, ensuring calm waters for swimming, paddleboarding, and kayaking - all without the noise of speeding power boats and jet skis! Offering a large circular driveway, the property ensures easy boat maneuvering and ample guest parking. In addition, the property comes with a spacious detached garage that can accommodate two large boats, an upper shed for lawn maintenance equipment, and a lower shed for storing wakeboards, kayaks, tubes, and paddleboards. The large outdoor space also includes a tunnel slide and playground area for kids to enjoy. Despite its secluded setting, the home is conveniently located just minutes from restaurants, grocery/convenience stores, downtown Oakland, and Wisp Mountain. Call today to preview this gem and discover the perfect blend of lakeside fun, privacy, and convenience!
Discover the endless potential of this 2-bedroom, 1-bathroom single-level bungalow, nestled on a generous 0.88-acre lot. Featuring large, airy rooms filled with natural light, this home offers a comfortable and versatile living space. Whether you're seeking a move-in-ready residence or envisioning a renovation project to make it uniquely yours, this property has it all. Located just minutes from downtown Oakland and situated outside of zoning restrictions, it’s an ideal choice for a residence, business, or even a combination of both. Don’t miss your chance to own this charming bungalow brimming with character and possibility. Schedule a tour today and start imagining the future here!
Well maintained 2 bedroom 1 bath mobile home located in the town of Deer Park. Cenrally located between Oakland and Deep Creek Lake, it is close to everything you need, shopping, schools. Situated on a corner lot, this property is worth taking a look. Call to schedule a showing today.
TIME TO UNWIND.. STUNNING DEEP CREEK LAKE HOME WITH MILLION DOLLAR VIEWS AND PRIVATE LAKE ACCESS!!! Meticulously Renovated Top To Bottom Furnished 4 Bedroom 2 Bath Vinyl Raised Rancher With NEW Architectural Shingle Roof, NEW Vinyl Siding, Soffit And Gutters, NEW 900sf +/- Wrap Around Trek Composite Deck With Spectacular Lake And Mountain Views, Owned Boat Slip At Private Community Dock And Jet Ski Float All Sited On 2 Acres In The Highly Sought After Pergin Farm Community Situated On A Peninsula At The Far End Of Deep Creek Lake Offering Less 'Seasonal' Boat Traffic. Adjacent 12 Acre Parcel Provides Unobstructed Views. Main Level Showcases Open Floor Plan, Updated Eat-In Kitchen With New Cabinets, New Luxury Vinyl Plank Floor, Countertop, Ceramic Tile Backsplash, Stainless Steel Range Hood, Stainless Steel Electric Stove / Oven, Deep Stainless Steel Farmhouse Sink, Stainless Steel Side By Side Refrigerator With Ice Maker, Microwave And Stainless Steel Dishwasher, Center Island With Butcher Block Countertop, Table Space, Pendant Lights, Recessed Lights, Pantry And Sliding Glass Door With Built-In Blinds And Side Access To The Wrap Around Deck, Family Room With Corner Gas Fireplace With Stone Accent, New Luxury Vinyl Plank Floor, Cathedral Knotty Pine Ceiling With 3 Custom Exposed Beams, Recessed Lights, Ceiling Fan And NEW Added Oversized Windows Providing Amazing View And New 3 Panel Glass Door With Access To The Wrap Around Deck... ALL PERFECT FOR ENTERTAINING!!! Main Level Also Features Primary Bedroom With New Upgraded Carpet, Ceiling Fan, Knotty Pine Ceiling And Direct Lake Views, Attached Updated Full Hall Bath With New Luxury Vinyl Plank Floor, Dual Entry And Tub Shower, And Bedroom 2 With New Upgraded Carpet, Knotty Pine Ceiling And Ceiling Fan. Lower Level Offers Bedroom 3 With Upgraded New Carpet, Knotty Pine Walls And Recessed Lights, Bedroom 4 Offers Newly Upgraded Carpet, Separate Outside Entry, Recessed Lights And Knotty Pine Walls, Updated Full Hall Bath With New Ceramic Tile Floor And Tub Shower, Laundry Area With Washer & Dryer, Expansive Recreation Room With New Upgraded Carpet, Recessed Lights, Knotty Pine Walls And Ceiling, And Built-In Bar / Wet Bar, Sitting Room With Upgraded Carpet And Knotty Pine Ceiling, Utility Room And Walk Out Access To The Front 17'x15' Concrete Patio With From Porch Swing. Exterior Also Provides Extra Gas Lines For Grills / Fire Pits, Expanded New Gravel Driveway And Fire Pit Area. This Home Has Is One Of A Few Homes In The Community Serviced By Community Well That Is Treated By The County And Has 2 Updated Well Pumps And The Community Is Also Serviced By Underground Cable Offering High Speed Cable And Internet!!! The Private Community Dock Is Located Just A Short Distance Down The Hill From The Residence And Can Be Walked Or Accessed By ATV, This Property Is One Of A Few With A Separately Deeded Boat Slip With New Decking As Well As The Only Jet Ski Floating Ramp And Provides Direct Lake Access. Additionally there is a Dockside Picnic Area, and Seating. Convenient To McHenry Restaurants, Night Life, Entertainment And Snow Skiing; Downtown Oakland For Antiques, Dining And Shopping; and Swallow Falls - Harrington Manor for Nature Lovers. A MUST SEE AND READY TO OCCUPY IMMEDIATELY!!! *** PLEASE CLICK ON THE 'MOVIE' ICON WITHIN THE ONLINE LISTING TO VIEW THE 3D TOUR AND WALK THROUGH VIDEO ***