Oakland MD Real Estate & Homes for Sale

Pack your bags and escape to your move in ready condo located at Four Hooppole South, nestled in peaceful mountain Maryland in one of the most coveted coves of Four-Season Deep Creek Lake. Enjoy breathtaking views from the deck of your stunning, lakefront, 3+ bedroom, 2 bath condo or cozy up to the free-standing wood fireplace in your spacious livingroom. Condo boasts many upgrades including: Carrier mini splits (installed in 2021 and warranted until 10/2031) that supply AC and heat throughout the condo and can be remotely controlled so your condo is at the perfect temperature upon your arrival; all upgraded Pella windows and doors; black stainless appliances and quartz countertops in kitchen; bathrooms updated with ceramic tile and granite countertops; wood flooring throughout most of the condo. The enclosed patio entry area includes two outdoor storage closets. The lakeside offers not only one but two outdoors areas for eating, relaxing or watching the sunrise and set. Upper deck updated with composite deck boards. Large lower patio with extended composite area, Amenities include private boat slip (located only steps from your condo), boat ramp, sandy beach with swim dock, sports court, lake side volleyball court, community log cabin, and children's play area, Four Hooppole South consists of 10 acres of pristine grounds with year-round maintenance staff for worry-free ownership, Also included is Cable TV, property-wide WiFi, trash removal and paved parking. All of this and only minutes from restaurants, grocery, skiing, snow tubing, hiking, and many other activities. Make your appointment for a tour today!

Unmatched EXCEPTIONAL Lakefront Living - 6 Bedrooms 7.5 Baths Tucked Among the Pines Discover a rare opportunity to own a true lakefront, lakeview gem-this 5,400 sq ft, 6-bedroom, 7.5-bath home that is nestled among tall pines on an exceptional lot that sits unusually close to the waters edge. With peaceful views across a quiet cove and expansive open-water vistas from the oversized covered dock, this property offers a front-row seat to lake life at its absolute best. Inside, the soaring vaulted wood ceiling living room, with a beautifully done stone fireplace, welcomes you with warmth and charm. Paired with a dramatic wall of glass that frames a tranquil view of the sparkling water beyond. Its a space that brings the outside in and makes every season feel like a postcard. The open layout continues into a spacious dining area and a gorgeous kitchen with soapstone countertops, viking stove, a wood-topped island, a large walk-in pantry, and a bright breakfast room surrounded by windows. Step out to one of two lakeside decks-one perfect for outdoor dining, the other for grilling-all just steps from the shoreline. The main-level primary suite features its own private deck overlooking the lake, a walk-in closet, attached bath with a large shower. Upstairs, three generously sized bedrooms each have their own ensuite bath, extra large closets-two with built-in window seats ideal for curling up with a book and taking in peaceful lake views. The lower level is designed for comfort and fun, offering a family room and recreation area, custom built-in cabinetry with a wet bar, a wood burning stone fireplace, another spacious, private bedroom suite with a walk-in closet, and walk-out access to the lake. Multiple closets for maximum storage. A full bath is conveniently located off the mudroom. Step outside to relax in the hot tub overlooking the lake. The bath is perfectly situated for rinsing off after a soak in the hot tub or a swim in the lake. Additional highlights include three tankless water heaters, in-floor radiant heat in the lower level, two mechanical rooms, and ample storage space. The newly redone laundry room is a dream come true with a deep utility sink, generous folding and hanging space, and two sets of full-sized stacked washers and dryers. Above the laundry area, a wonderfully private upper-level suite offering a cozy bedroom, sitting area, and a stylish full bath with a walk in tiled shower-perfect for guests, extended family, or an office retreat. Outside, enjoy your evenings around the lakeside fire pit for s'mores and stories, or relax on the oversized covered dock that puts you right on the water. This is not just lakefront-its EXCEPTIONAL lakefront, with the house sitting closer to the shoreline than most, offering rare intimacy with the lake itself. An attached two-car garage, paved driveway, and ample parking make a year-round access a breeze- whether you're seeking a full-time residence or a vacation getaway. Private. Peaceful. Perfectly positioned-this lake home is an extraordinary retreat that must be experienced to be fully appreciated. Call today for your private tour!

Move right in to this fresh and updated home. Enjoy upgrades with recent, and some brand new, finishes like Luxury Vinyl Planking flooring, granite counters, and stainless steel appliances in the remodeled kitchen and bath. In the newly completed lower level just chill in the "home theatre" room and have extra space with the bonus room, currently used as a bedroom. On this quiet no-thru street, feel secure with children and pets in the fenced yard. Relax or entertain on the back deck right off the kitchen. Hang out under the huge backyard shade tree just right for a tire swing. Live five minutes or less to stores, restaurants, schools, entertainment, parks and health care. You have everything set for owning this easy to finance and easy to move in to home.

Investors, this is an income producing, three unit building with three separate apartments, just a few minutes walk to downtown Oakland. Main level and upper level are two bedroom units and basement unit is a one bedroom. All units have current leases in place. One renter has been renting for 12 years, one for 10 years, and the third for eight years. The entire building is in excellent condition. Per the renter's request, no interior pictures are being shown.

3/4BR 3BA chalet with LAKE VIEWS! 2300sf vacation home fronting on a mountain stream, backing to woods & boulders and overlooking Deep Creek Lake! Enjoy an eat-in kitchen, exposed beams and a loft area that the current owners use as a 4th BR with bathroom. Conveys fully furnished. Features include updated flooring, gas fireplace on main level, lower level rec room with pool table and wrap-around deck with hot tub. Central location near 219 bridge, close to Wisp & local restaurants, entertainment and shopping.

Discover the perfect blend of comfort and convenience at 366 Glendale Rd. Situated just steps from Deep Creek Lake, this home offers easy access to a variety of recreational activities. Enjoy a leisurely stroll to nearby lake access points, dine at local restaurants, or listen to live music-all within walking distance. For outdoor enthusiasts, Deep Creek Lake State Park is a mere 5-minute drive away, offering beach access and nature trails. Winter sports lovers will appreciate being only 10 minutes from Wisp Mountain Resort, known for its skiing and snowboarding facilities. â?? Ample parking is available, accommodating both residents and guests.

Escape to your own mountain retreat in the beautiful, gated community of Yough Mountain Resort! Situated on a spacious 0.74-acre corner lot, this charming 3-bedroom, 2-bathroom cabin offers the perfect blend of rustic charm and modern comfort. Whether you're looking for a weekend escape or a full-time residence, you'll love the outdoor spaces-enjoy your morning coffee on the covered front patio, host cookouts on the deck, or gather around the firepit in the expansive yard. The oversized driveway provides plenty of room for guests, trailers, or recreational vehicles, and there's a shed for all your gear. Inside, an open-concept layout connects the kitchen, dining, and living areas. Tucked within the private, recreation-rich Yough Mountain Resort, you'll have access to 50+ miles of ATV, snowmobile, and hiking trails, plus River & Creek access, fishing, and hunting. Deep Creek Lake, Swallow Falls, and the town of Oakland are just minutes away, offering even more to explore. Dont miss your chance to own this peaceful mountain getaway-where nature, privacy, and adventure come together on one incredible corner lot.

Fully renovated, fully loaded, and fully ready to be your Deep Creek Lake getaway! This 6-bedroom mountain retreat is packed with upgrades-New flooring, new septic, new hot tub, and a sleek modern kitchen with concrete counters, soft-close cabinets, and stainless steel appliances. One wood-burning fireplace for the cozy nights, one propane for the lazy mornings. Two and a half bathrooms, all redone. Big garage for gear, toys, and all the extras. Comes turn-key, fully furnished, and sits on nearly an acre of wooded land, thanks to the extra lot included. Private back deck is perfect for soaking in the seasonal mountain views. Just minutes from Wisp, state parks, and Deep Creek Lake. This place is a launchpad for everything that makes life feel full. Call today for details!

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.

Extensively Updated Mountain Retreat - Move-In Ready & Just 10 Miles from Deep Creek Lake This beautifully renovated 3-bedroom, 2-bath home offers the perfect mix of mountain charm and in-town convenience on nearly an acre (Lots 4 & 5). Just minutes from Oakland and Deep Creek Lake, this single-level home is full of thoughtful upgrades, quality finishes, and comfortable amenities inside and out. The exterior boasts a new metal roof, fresh paint, stamped concrete sidewalks, updated shutters and landscaping, and new gutters with guards. Enjoy privacy and functionality with storm windows and doors, upgraded lighting, and a motion-activated security light. The spacious back deck features winter barriers for year-round use and leads to a 7-person hot tub with privacy curtains and a weatherproof smart TV. A paved driveway accommodates up to six vehicles, with both attached and detached garages and two storage sheds. The main garage includes cabinetry, ramp access, and a whole-house generator hookup. Inside, the fully updated kitchen includes custom cabinetry, granite countertops, a cut-stone backsplash, and high-end appliances. The adjacent laundry/mudroom offers luxury vinyl flooring, new trim, a shop sink, and a high-end washer and dryer. Both bathrooms have been tastefully upgraded with modern fixtures, vanities, lighting, and flooring. Additional highlights include an electric fireplace, crown molding, refinished hardwood floors, zone thermostats, and new ceiling fans. The finished basement features a custom bar, gym space, kitchenette, and reading nook-all updated with fresh drywall, insulation, lighting, and waterproof flooring. Outside, enjoy raised garden beds, a fire pit, horseshoe pit, cleared side yard, and a ready-to-go chicken coop. The property includes city water access, a terminated well line, and a new hot water tank. With high-end finishes, flexible spaces, and move-in-ready convenience, this Garrett County gem is ready to welcome you home.

Breathtaking home located in the well-established Mountainside community. This newer home is simply stunning from the moment you enter. The cathedral ceilings, granite countertops, luxury vinyl flooring, sunroom with hot tub, and bonus room above the garage checks off all the boxes. The attention to detail is felt throughout this home, from the first level laundry room to the office/den, the space is designed to please any lifestyle. Two beautiful stone propane fireplaces make each level warm and inviting. If all of this isn't enough, the home sits on two lots, allowing your view and space to be protected. The oversized, heated attached garage is one more plus. The outside area affords you an upper and lower Trex deck, offering plenty of room to entertain family and friends. Community lake access and clubhouse is a short drive away. The location is just minutes to Deep Creek Lake, Wisp Ski Resort, restaurants and grocery stores. Make an appointment to preview this gem, it won't last long!

Designed and built for the sellers, this 4 bedroom, 2.5 bath home is a true showcase of craftsmanship featuring handmade woodwork crafted from trees sourced directly from the property. Many specialty items will remain, including bathroom vanities, multiple dressers, a primary suite custom TV console, a built-in bunk bed, and more. The spacious primary suite was added in 2016 and offers a separate living area, cozy gas fireplace, and beautiful hardwood floors. The open floor plan on the main living level with kitchen and dining areas is perfect for family gatherings and entertaining guests. The entry-level laundry with dog wash, a screened porch, and separate office space check all the boxes for your "wish list". Enjoy your outside space with a little over 3 acres, complete with a firepit area and walking trails throughout the property. Two detached garages, one oversized and both finished, are insulated for cars, additional storage, or hobby workshop. The A-frame cottage for kids is perfect for the ultimate in playtime Make an appointment today to tour this one-of-a-kind home! Special Financing Options Available.

Stunning Brick Ranch Near Broadford Lake Park! This magnificent one-level brick ranch sits on a level 1.5-acre lot backing to scenic farmland and walking distance to Broadford Lake Park. The 3,600 sq. ft. floor plan includes a master suite with a private bath, his & her closets, custom tiled shower, and granite vanity tops.The recently remodeled kitchen features granite countertops, an oversized island with bar seating for seven, a farm basin sink, and stainless steel appliances. Enjoy multiple living spaces, a separate dining area, a light-filled sunroom, and a covered back porch offering a peaceful setting. Additional highlights include a partially finished basement with a recreation/game room and 2,600 sq. ft. of storage, plus a two-car attached garage.Call today for your personal tour!

Escape to your own private mountain retreat! This contemporary 2-bed, 2-bath home is perfectly situated on approximately 84 acres of pristine land, offering breathtaking views overlooking a picturesque 7-acre field. Expansive windows, high vaulted ceilings and an open layout maximize the stunning scenery, allowing natural light to flood the space. Whether you're seeking a peaceful getaway, an outdoor enthusiast's paradise or your primary home with stunning views, this property offers endless opportunities for relaxation and adventure. With unfinished square footage ready for your personal touch, there's room to expand and make this modern mountain retreat truly your own. Dont miss this rare chance to own a slice of paradise!

267 Woodlands Hill Lane offers mountain living at its finest! This custom, 2021 built chalet is designed for ultimate comfort and enjoyment. The mountain setting offers breathtaking views with a location close to all of the areas most desirable amenities. Offering 4 bedrooms, 3.5 bathrooms and 3 levels of living, this home offers plenty of room for entertaining guests. You'll be greeted with oak hardwood floors throughout the main level of the home. The kitchen offers premium stainless appliances, granite countertops and an eat-in breakfast bar. There are two gas fireplaces, one upstairs and one down. The lower level offers an expansive living area with game room and wet bar. An expansive deck terraces across the main level and lower level of the exterior. Plenty of room for storing toys or parking vehicles in the 2 car detached garage! Whether you are looking for a primary residence, second home or vacation rental, this home offers many of the features you desire in today's market! Call today to schedule a private showing!

Situated in the sought after area of Lake Shore Drive is this expansive contemporary home with lake views! Built in 2007, this residence boasts five en suites, two stone propane fireplaces, hardwood flooring, granite countertops and a great laundry room. The heart of the home is the open concept kitchen/dining/living room area, making it ideal for everyday living and entertaining. Two levels of living space offer plenty of room for family and friends. The outside space is also very pleasing with a rear yard patio/firepit/grilling area, a lower-level patio with a hot tub, and great front deck where you can enjoy views of Deep Creek Lake. This home is an established rental, grossing $43,000 in 2024, but would also be an ideal permanent residence. You are within minutes to Wisp Ski Resort, restaurants and grocery stores. Call today to preview!

Experience a fresh start in this stunningly completely renovated stone-raised rancher, perfectly situated along the breathtaking Cherry Creek! Every detail of this home has been thoughtfully upgraded, blending modern convenience with the beauty of its natural surroundings. The main level features 3 spacious bedrooms, an updated full bath, and engineered hardwood flooring throughout. The brand-new kitchen shines with custom cabinetry, gleaming granite countertops, and a new stove. Downstairs, endless possibilities await whether it's a cozy family room, game room, or creative space anchored by a striking floor-to-ceiling stone wood stove. Lower level also includes an additional bedroom or office, a half bath designed in an outhouse style (without a sink), and a utility room with a sink. Major updates include converting overhead electric to underground, all-new windows, new siding, new doors, and an upgraded 200-amp service with a new panel, breakers, and wiring. Zoned hydronic baseboard heating ensures efficiency in every room, complemented by a new hot water tank, pressure tank, and water conditioning system. The sellers is offering a home warranty for the new buyer and a $1,500 allowance toward the purchase of a new refrigerator with an acceptable offer. The seller is in the final stages of renovation, with only exterior work remaining. Upcoming improvements include brand-new railings, deck repairs with pressure washing, yard grading and seeding, and fresh gravel in the parking area. Enjoy peaceful Creekside living while being just moments from the heart of Oakland, MD-dont miss this incredible opportunity!

Updated Lake-Area A-Frame - Turnkey & Ready to Enjoy! This beautifully upgraded A-frame is the perfect Deep Creek getaway. Freshly painted inside and out, this charming retreat features upscale furnishings and is being sold fully turnkey. Enjoy the open-concept living area with a stunning stone fireplace, a spacious wrap-around deck for outdoor relaxation, and a cozy loft for extra sleeping space. Just minutes from Wisp Resort and all the best lake-area attractions. Dont miss this move-in-ready gem!

2 for 1 on 3.43 acres! Remodeled 2BR 2BA cottage with auxiliary building that has an oversized garage, multiple workshop areas and 1BR 1BA apartment on the second level. Cabin boasts high end finishes and open living space with a cozy wood burning stove. Recent upgrades include: heat pump + AC, appliances, modern kitchen, granite tops, bathrooms, some window & doors, as well as spacious decking. Auxiliary building upgrades include plumbing, new furniture, appliances, insulation throughout including garage area, hot water heater, flooring, doors, expansive decking and custom trim accents. Incredible rustic feel, must see to appreciate creative design and live edge finishes. Outside, enjoy a paved driveway, fire-pit area and massive boulders - property is a treasure trove of native stone and is laced with mature trees. Potential for additional building sites. Conveys TURN KEY, including riding mower in garage. State Parks, Wisp Resort and Deep Creek Lake are all 5-10 minutes away.

Expansive 3 bedroom 2 bathroom rancher on a full walkout basement! All 3 bedrooms are large with walk in closets. Master suite features his and her walk in closets, linen closet in the bathroom, double vanities, soaking tub and standup shower. Huge kitchen with pantry. Two car garage with laundry/mudroom into the home. Expansive back deck overlooking the pond! The walk out basement is ready to be finished, featuring tall ceilings, windows and exterior doors, and rough in for bathroom. Has walk up attic. Walking distance to the schools and sits near the end of the culdesac. Beautiful back yard views of the shared pond loaded with fish and minutes to Broadford Lake Park and Deep Creek Lake!

Third-level unit at Silver Tree Suites with direct lake frontage and stunning water views. One-bedroom plus loft, one bath, and a cozy fireplace create the perfect getaway. Strong rental potential, top-tier amenities, and direct access to the lakes best restaurant. Professional on-site management handles everything, so you dont have to. Hit the gym, unwind in the sauna, or kick back in the game room. Dutchs at Silver Tree, The Harbor Bar, and Silvertree Marina are right next door!! Minutes for state parks and Wisp Resort - This a true turn-key investment in Deep Creeks most sought-after location... Call today for your private showing!

Wake up to the lake at your doorstep. This ground-level, end-unit condo puts you right where you want to be-direct lakefront with unbeatable access to everything Deep Creek offers. Walk out to the water, hit the gym, unwind in the sauna, or challenge friends in the game room. Dutchs at Silver Tree, The Harbor Bar, and Silvertree Marina are all within reach, making lakeside dining and boat days effortless. When adventure calls, Wisp Resort and state parks are just minutes away. No hassle-just pure lake life, right where it should be. Call today for your private showing!

5BR, 4BA, 2HB Southern-style custom home on 2.44 private, wooded acres. Over 6500sf of IMMACULATELY finished space, this house also fronts on Broadford Lake, a 400+/- acre iconic park with a beach, swimming area, fishing, mountain bike trails, playgrounds, pavilions and community ballfields. This house is a 'must-see' to fully experience the planning and design of every feature you could imagine. Central A/C and ultra-efficient radiant heated floors, multiple heat sources, finished basement with wine room, bar, full kitchen and more space than you can imagine. Includes 2 attached garage stalls and 28x48 detached garage with utilities & over-sized bay doors. Impressive master suite with fireplace, custom tile bathroom and huge walk-in closets. Other features include custom woodwork & trim, solid cherry cabinets (sourced from property), oak floors, granite countertops, 3 fireplaces, cathedral ceilings, skylights, central vacuum, spacious deck, multiple patios, screened porch, wired for hot tub and a fire-pit. 15 minutes to Deep Creek Lake, Wisp Ski Resort and several other state park options like Herrington Manor & Swallow Falls. Owner pride evident throughout, incredibly well-maintained. Appointment only - please call ahead. Recent appraisal at $916k.

Nestled on a tranquil wooded hillside overlooking Deep Creek Lake, this charming home offers an exceptional opportunity for a private rural retreat while remaining close to the areas best attractions. With delightful birdhouse accents, this cozy abode feels like your very own secluded nest. The recently updated kitchen is a culinary delight, making meal prep a breeze, while the newly renovated basement has been transformed into a spacious family room-perfect for movie nights, games, or simply relaxing. The living room, complete with a warm gas fireplace, is the ideal setting to unwind, with large windows framing picturesque views-perfect for enjoying a good book or your favorite TV show. This property isnt just a house; its a home filled with potential, ready to create cherished memories. Located just minutes from Wisp Resort, Deep Creek Lake State Park, Swallow Falls State Park, and Herrington Manor State Park, it offers endless outdoor activities. For dining, entertainment, and leisure, local eateries and a nearby movie theater are just a short drive away. Significant updates have been made throughout the home, ensuring comfort and convenience. The basement boasts a fully renovated space with a separate laundry room adorned with stylish barn doors. Premium vinyl plank flooring, fresh paint, and a new slate tile pad for the pellet stove complete the modern updates. The water system has been upgraded with a new 800+ foot well, complete with a new pump and pressure tank. New fire safety casement windows have been installed in the main bedrooms for added peace of mind. The home is being sold fully furnished, and it comes with an active Temporary Vacation Rental Unit (TVRU) permit-perfect for those looking for immediate rental potential. For year-round comfort, the property offers two additional heat sources in addition to the heat pump: a propane fireplace and wall heater in the basement, plus a pellet stove capable of heating the entire house. Whether youre escaping for a weekend retreat or considering this home as a potential rental investment, it is ready to provide comfort, relaxation, and ample opportunities for adventure. We encourage prospective buyers to rent the property for a weekend getaway to truly appreciate its tranquility and potential. Serious buyers are welcome to contact the Agent to arrange a private showing. This property is an exceptional find, offering both personal enjoyment and profitable rental potential. We look forward to helping you explore this stunning home.

4/5BR 2.5BA stone & cedar home with roughly 4 acres of land! Private setting with massive lawn area, mature trees, firepit and improved flower beds out front. Impressive interior with a wood burning and gas burning fireplace in respective rooms, solid surface countertops in kitchen & master bathroom, custom tile shower & flooring, hardwood floors and A/C upstairs. Potential for one level living - multiple options for a bedroom on main level. 2 attached garage spaces and one detached garage, a concrete driveway and over-sized gravel parking lot. All three garage doors were just replaced and look fantastic. Conveys with 4 total parcels, all adjacent in the Troy Gnegy subdivision. Covered back porch, spacious deck, partially fenced backyard. Professionally upgraded crawlspace area. Conveniently located near Broadford Park and all Southern Garrett schools.