128

Houses for Sale in 21550

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  • 188 Highline Dr, Mc Henry, MD 21541
    188 Highline Dr, Mc Henry, MD 21541
    188 Highline Dr, Mc Henry, MD 21541
    /123

    $1,595,000

    • 7 Beds
    • 5.5 Baths
    • 5,200 Sq Ft

    188 Highline Dr, Mc Henry, MD 21541

    Welcome to your dream mountain retreat at Wisp Resort! Rare opportunity to own a ski-in/ski-out access home with dramatic 12-mile lake views from all three floors. Your near-zero maintenance DREAM: cedar shakes boasting upwards of 50-years longevity, ultra durable hardy board siding, a freshly painted deck, and a naturally forested surrounding landscape. Plenty of room for family and friends with

    Elizabeth Ware Railey Realty, Inc.

    188 Highline Dr, Mc Henry, MD 21541
  • 17 Green Jacket Ct, McHenry, MD 21541
    17 Green Jacket Ct, McHenry, MD 21541
    17 Green Jacket Ct, McHenry, MD 21541
    /45

    $875,000 New Construction

    • 3 Beds
    • 4 Baths
    • 1,858 Sq Ft

    17 Green Jacket Ct, McHenry, MD 21541

    Luxury one-level living: Atop the mountain in the Lodestone golf community, "Mountain Whisper" has the modern comfort you will want for your vacation retreat or full-time residence. To convey turn-key, you will enjoy the open concept living area, w/easy access to a gourmet kitchen & dining, 3BDR/2BA & 2 half baths. Enjoy your outdoor recreation space with an upgraded fire pit, covered outdoor

    Kathy Gibson Railey Realty, Inc.

    17 Green Jacket Ct, McHenry, MD 21541
  • 503 Southern Pines Dr, Oakland, MD 21550
    503 Southern Pines Dr, Oakland, MD 21550
    503 Southern Pines Dr, Oakland, MD 21550
    /62

    $399,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,642 Sq Ft

    503 Southern Pines Dr, Oakland, MD 21550

    Brand new and built to make life easy. Tucked in the quiet, sought-after Southern Pines community, this single-level home keeps everything simple and smooth. Three beds, two and a half baths, and space that actually works. Oversized two-car heated garage. Inside, the kitchen comes complete with stainless appliances, hardwood cabinets, stone tops, walk-in pantry, and a big island bar made for

    Jon Bell Railey Realty, Inc.

    503 Southern Pines Dr, Oakland, MD 21550
  • 1875 Pysell Crosscut Rd, Oakland, MD 21550
    1875 Pysell Crosscut Rd, Oakland, MD 21550
    1875 Pysell Crosscut Rd, Oakland, MD 21550
    /61

    $835,000

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

    1875 Pysell Crosscut Rd, Oakland, MD 21550

    Coming Soon! 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 3 levels of finished living space. Featuring a large heated garage with multiple car storage and additional

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    1875 Pysell Crosscut Rd, Oakland, MD 21550
  • 198 Grandview Dr, Oakland, MD 21550
    198 Grandview Dr, Oakland, MD 21550
    198 Grandview Dr, 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
  • 873 Paradise Heights, Oakland, MD 21550
    873 Paradise Heights, Oakland, MD 21550
    873 Paradise Heights, Oakland, MD 21550
    /72

    $859,000

    • 5 Beds
    • 4 Baths
    • 2,934 Sq Ft

    873 Paradise Heights, Oakland, MD 21550

    Escape to Sage Mountain Retreat, a beautifully crafted 5-bedroom, 4-bath custom home nestled in a private wooded setting—just minutes from Deep Creek Lake State Park and walking distance to popular lakefront restaurants and Silvertree Marina. This fully furnished retreat features: Modern kitchen with granite countertops, Two spacious living areas for relaxing or entertaining, Primary Bedroom

    Rich Orr Railey Realty, Inc.

    873 Paradise Heights, Oakland, MD 21550
  • 94 Meadow Ct, Oakland, MD 21550
    94 Meadow Ct, Oakland, MD 21550
    94 Meadow Ct, Oakland, MD 21550
    /74

    $698,500

    • 3 Beds
    • 4 Baths
    • 2,460 Sq Ft

    94 Meadow Ct, Oakland, MD 21550

    Impressive lake-access home located in the desirable Paradise Ridge community. This modern retreat showcases breathtaking views of the mountains and Deep Creek Lake. From the moment you step inside, you'll be welcomed by a warm, inviting atmosphere featuring wood-accented ceilings, luxury vinyl plank flooring, quartz countertops, and an abundance of natural light through expansive windows. With

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    94 Meadow Ct, Oakland, MD 21550
  • 186 Thornberry Rd, Oakland, MD 21550
    186 Thornberry Rd, Oakland, MD 21550
    186 Thornberry Rd, Oakland, MD 21550
    /74

    $995,000

    • 5 Beds
    • 3.5 Baths
    • 2,347 Sq Ft

    186 Thornberry Rd, Oakland, MD 21550

    186 Thornberry is a lovely lake access contemporary in the much sought after Blakeslee community on the shores of Deep Creek Lake. This home feels warm and inviting from the moment you pull in the driveway. The detail to the landscaping and beautiful shrubbery makes a very nice first impression. Upon entering, the layout flows very nicely with two stone wood burning fireplaces, a great enclosed

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    186 Thornberry Rd, Oakland, MD 21550
  • 421 Penn Cove Rd, Oakland, MD 21550
    421 Penn Cove Rd, Oakland, MD 21550
    421 Penn Cove Rd, Oakland, MD 21550
    /107

    $1,599,000

    • 4 Beds
    • 3.5 Baths
    • 4,284 Sq Ft

    421 Penn Cove Rd, Oakland, MD 21550

    Exquisite Lakefront Log Home Retreat at Deep Creek Lake. Nestled on a private, wooded 1-acre lot with 169 feet of pristine lakefront along a serene cove on the southern end of Deep Creek Lake, this well-maintained log home offers the perfect balance of rustic charm and luxurious lakefront living. From the moment you arrive, the home’s park-like setting and lush landscaping welcome you

    Steven Ritchie Railey Realty, Inc.

    421 Penn Cove Rd, Oakland, MD 21550
  • 130 Wisp Adventure Rd, McHenry, MD 21541
    130 Wisp Adventure Rd, McHenry, MD 21541
    130 Wisp Adventure Rd, McHenry, MD 21541
    /63

    $739,900

    • 5 Beds
    • 4 Baths
    • 3,105 Sq Ft

    130 Wisp Adventure Rd, McHenry, MD 21541

    Right in the heart of Deep Creek Lake, this modern mountain chalet checks all the boxes - Directly adjoining the ASCI White Water course, riverside to the slopes at Wisp! Five bedrooms, four full baths, and over 3,100 square feet of smart, stylish space. Open layout with a sharp white kitchen, gas fireplace, and plenty of natural light. Game room with pool table downstairs. Loft and lounge space

    Jon Bell Railey Realty, Inc.

    130 Wisp Adventure Rd, McHenry, MD 21541
  • 181 Grand Estates Dr, Mc Henry, MD 21541
    181 Grand Estates Dr, Mc Henry, MD 21541
    181 Grand Estates Dr, Mc Henry, MD 21541
    /46

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,640 Sq Ft

    181 Grand Estates Dr, Mc Henry, MD 21541

    If you're seeking a log-style home in a wooded mountain setting atop Wisp Mountain, 181 Grand Estates Drive offers the perfect blend of luxury, comfort, and natural beauty. Located in the Lago Vista community, you have easy access to Lodestone Golf Course and the mountaintop parking area for Wisp Ski Resort. This home offers three levels of living space, granite counters, luxury vinyl flooring

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    181 Grand Estates Dr, Mc Henry, MD 21541
  • 62 Middleton Rd, Oakland, MD 21550
    62 Middleton Rd, Oakland, MD 21550
    62 Middleton Rd, Oakland, MD 21550
    /67

    $829,900

    • 3 Beds
    • 2.5 Baths
    • 2,397 Sq Ft

    62 Middleton Rd, Oakland, MD 21550

    Tucked in the trees at The Blakeslee, this 3-bed, 2.5-bath home delivers space, style, and a dock slip just down the road! Fresh interior paint throughout. Beautiful sunroom soaked in light—easily the best room in the house. Spacious back deck and brand-new hot tub make the outdoor setup just as strong. Inside, you’ve got a pass-through stone fireplace, stainless appliances, central A/C, and a

    Jon Bell Railey Realty, Inc.

    62 Middleton Rd, Oakland, MD 21550
  • 969 Hoyes Run Rd, Oakland, MD 21550
    969 Hoyes Run Rd, Oakland, MD 21550
    969 Hoyes Run Rd, Oakland, MD 21550
    /56

    $725,000

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

    969 Hoyes Run Rd, Oakland, MD 21550

    Tucked among towering pines and hardwoods, this fully TURN KEY 5-bedroom log chalet blends natural beauty with cozy, upscale charm. The home sits on a gentle slope overlooking a meandering stream, its melodic sounds carrying through the trees and adding a tranquil soundtrack to life. A wraparound deck offers views of the forest and stream bank. Inside, the open floor plan welcomes you with a

    Roberta McNamara RE/MAX Results

    969 Hoyes Run Rd, Oakland, MD 21550
  • 355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    355 Lonesome Pine Rd, Oakland, MD 21550
    /22

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,584 Sq Ft

    355 Lonesome Pine Rd, Oakland, MD 21550

    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

    Brody Monahan Lake Homes Realty, LLC

    355 Lonesome Pine Rd, Oakland, MD 21550
  • 130 Timberloft Cir Unit 14, Oakland, MD 21550
    130 Timberloft Cir Unit 14, Oakland, MD 21550
    130 Timberloft Cir Unit 14, Oakland, MD 21550
    /79

    $749,000

    • 3 Beds
    • 3 Baths
    • 1,900 Sq Ft

    130 Timberloft Cir Unit 14, Oakland, MD 21550

    Centrally located in the heart of Deep Creek Lake, this beautifully maintained 3 bedroom, 3 bath home offers breathtaking lake and mountain views year round. Designed with an open floor plan, this home is perfect for entertaining. Enjoy the stunning scenery from the spacious main-level deck, or relax in the screened-in lower level porch. A cozy fireplace on both levels adds warmth and charm,

    Bill Weissgerber Railey Realty, Inc.

    130 Timberloft Cir Unit 14, Oakland, MD 21550
  • 6652 George Washington Hwy, Oakland, MD 21550
    6652 George Washington Hwy, Oakland, MD 21550
    6652 George Washington Hwy, Oakland, MD 21550
    /33

    $695,000

    • 6 Beds
    • 2.5 Baths
    • 2,672 Sq Ft

    6652 George Washington Hwy, Oakland, MD 21550

    Beautiful home sitting on 35 acres, built by the current owners. Enter the main level into a grand foyer, with a lofty ceiling and beautiful chandelier. To the left is a separate dining room which leads to the large kitchen and living room. Off the living room is the primary bedroom with a huge walk-in closet and a full bathroom, including a newly installed walk-in shower. On the other side of

    Andrew Orr Railey Realty, Inc.

    6652 George Washington Hwy, Oakland, MD 21550
  • 68 Sundance Way, McHenry, MD 21541
    68 Sundance Way, McHenry, MD 21541
    68 Sundance Way, McHenry, MD 21541
    /43

    $699,000

    • 4 Beds
    • 3 Baths
    • 1,932 Sq Ft

    68 Sundance Way, McHenry, MD 21541

    Turnkey Mountain Retreat – Your Dream Escape Awaits! Effortlessly blending luxury, comfort, and adventure, this stunning 4-bedroom, 3-bathroom home is the perfect getaway—whether you're looking for a high-performing rental ($26,000+/- in 2024 with owner use 1-2X per month) or a private retreat. Completely furnished with over $31,000 in high-quality furniture & decor! Ready to enjoy—just bring

    Laura Newhall Taylor Made Deep Creek Vacations & Sales

    68 Sundance Way, McHenry, MD 21541
  • 105 Mountain Overlook Ct, McHenry, MD 21550
    105 Mountain Overlook Ct, McHenry, MD 21550
    105 Mountain Overlook Ct, McHenry, MD 21550
    /82

    $829,000

    • 3 Beds
    • 3.5 Baths
    • 2,570 Sq Ft

    105 Mountain Overlook Ct, McHenry, MD 21550

    Elegant 3-level Mountaintop Chalet near Wisp Resort with scenic Lake Access. This beautifully maintained home offers exceptional craftsmanship and quality throughout, including upscale finishes and a bright, open layout perfect for entertaining. Features include a spacious living room with striking stone fireplace, a comfortable family room, versatile loft, convenient double carport, and custom

    Steven Ritchie Railey Realty, Inc.

    105 Mountain Overlook Ct, McHenry, MD 21550
  • 550 Fern Loop, Mc Henry, MD 21541
    550 Fern Loop, Mc Henry, MD 21541
    550 Fern Loop, Mc Henry, MD 21541
    /72

    $795,000 New Construction

    • 6 Beds
    • 4 Baths
    • 3,309 Sq Ft

    550 Fern Loop, Mc Henry, MD 21541

    Stylish New Mountain Home at Deep Creek Lake – This 6Bed 4Bath abode is situated on over half an acre of wooded land and features single level open floorplan living, 2nd living space on the upper level, elegant gourmet kitchen with stainless appliances, granite tops and island bar, multiple open-air seating decks including your very own covered outdoor fireplace! Sold fully furnished, this

    Jesse Hoffman HomeSmart

    550 Fern Loop, Mc Henry, MD 21541
  • 61 Par Way, Mc Henry, MD 21541
    61 Par Way, Mc Henry, MD 21541
    61 Par Way, Mc Henry, MD 21541
    /78

    $780,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,218 Sq Ft

    61 Par Way, Mc Henry, MD 21541

    With beautiful views of the Lodestone Golf Course, this stunning log chalet—tucked along a peaceful drive in the prestigious Biltmore at Lodestone community—is a must-see! Past the entryway, step into open-concept living with oversized windows for plenty of natural lighting, accentuating the drywall/wood siding interior combination that makes the home feel both natural and modern. The exterior

    Elizabeth Ware Railey Realty, Inc.

    61 Par Way, Mc Henry, MD 21541
  • 75 Boulder Ridge Dr, McHenry, MD 21541
    75 Boulder Ridge Dr, McHenry, MD 21541
    75 Boulder Ridge Dr, McHenry, MD 21541
    /40

    $1,400,000

    • 4 Beds
    • 4.5 Baths
    • 3,560 Sq Ft

    75 Boulder Ridge Dr, McHenry, MD 21541

    Mountain Charm Meets Luxury Living at 75 Boulder Ridge. Perched high above Deep Creek Lake with jaw-dropping panoramic views, this custom mountain lodge at 75 Boulder Ridge is the getaway you didn’t know you were waiting for. With its storybook gabled roof, rustic stonework, and dramatic cathedral ceilings, this home delivers the “wow factor” from curb to deck — and every elegant room in between.

    Chad Ward Long & Foster Real Estate, Inc.

    75 Boulder Ridge Dr, McHenry, MD 21541
  • 5202 Hutton Rd, Oakland, MD 21550
    5202 Hutton Rd, Oakland, MD 21550
    5202 Hutton Rd, Oakland, MD 21550
    /38

    $259,000

    • 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
  • 197 Black Angus Dr, Oakland, MD 21550
    197 Black Angus Dr, Oakland, MD 21550
    197 Black Angus Dr, 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
  • 502 E Oak St, Oakland, MD 21550
    502 E Oak St, Oakland, MD 21550
    502 E Oak St, Oakland, MD 21550
    /41

    $249,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    502 E Oak St, Oakland, MD 21550

    Welcome to this meticulously maintained one-level home in the heart of Oakland, MD! Boasting a spacious and thoughtfully designed interior, this 3-bedroom, 2-bathroom residence offers comfortable, easy living with room to relax and entertain. The open layout includes a bright living area, a well-appointed kitchen, and generous bedrooms that provide the perfect balance of privacy and convenience.

    Nina Beitzel Railey Realty, Inc.

    502 E Oak St, Oakland, MD 21550
  • 113 G St, Oakland, MD 21550
    113 G St, Oakland, MD 21550
    113 G St, Oakland, MD 21550
    /65

    $379,000

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

    113 G St, Oakland, MD 21550

    "The Colonial" is located on a corner lot in the heart of Mt. Lake Park's Historical District. The Victorian charm features 2 staircases, original wide oak moldings, trim, yellow pine floors and ornate woodworking throughout. Originally built as a boarding house (9 bedrooms!), the versatility of this property is incredible. Enjoy modern features like a gourmet kitchen with granite countertops,

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    113 G St, Oakland, MD 21550
  • 1260 Gnegy Church Rd, Oakland, MD 21550
    1260 Gnegy Church Rd, Oakland, MD 21550
    1260 Gnegy Church Rd, Oakland, MD 21550
    /58

    $449,000

    • 3 Beds
    • 3 Baths
    • 4,420 Sq Ft

    1260 Gnegy Church Rd, Oakland, MD 21550

    Discover space, privacy, and mountain charm on this stunning property nestled on over 76.03 +/- wooded acres. The home offers 3 bedrooms, 3 bathrooms, a spacious main level with open-concept living, and a partially finished upstairs ready for your personal touch. An attached garage, oversized detached garage, and expansive outdoor space provide endless possibilities—whether you’re seeking a

    Nina Beitzel Railey Realty, Inc.

    1260 Gnegy Church Rd, Oakland, MD 21550
  • 1019 Lake Shore Dr, Oakland, MD 21550
    1019 Lake Shore Dr, Oakland, MD 21550
    1019 Lake Shore Dr, Oakland, MD 21550
    /75

    $1,755,000

    • 4 Beds
    • 4.5 Baths
    • 2,605 Sq Ft

    1019 Lake Shore Dr, Oakland, MD 21550

    Tucked among the trees, Blue Spruce offers a perfect blend of modern comfort and serene natural beauty. This recently remodeled 4-bedroom, 4 and a half bathroom home invites you to relax, recharge, and reconnect with nature. With each bedroom offering an ensuite bathroom plus a half bath near the kitchen, this home was designed for comfort. Step inside to discover thoughtful updates throughout,

    Rachel Bruch Railey Realty, Inc.

    1019 Lake Shore Dr, Oakland, MD 21550
  • 1570 Garrett Rd, Oakland, MD 21550
    1570 Garrett Rd, Oakland, MD 21550
    1570 Garrett Rd, Oakland, MD 21550
    /27

    $345,000

    • 3 Beds
    • 1 Bath
    • 1,408 Sq Ft

    1570 Garrett Rd, Oakland, MD 21550

    Located between Oakland and Deep Creek Lake, this log ranch is situated on 14.82 acres, including a stream, pond, barn and outbuildings with many possibilities to include potential subdivision configurations. The log home needs some TLC and updates; it is being sold as part of an estate. Some items of personal property remain in the house and on grounds. Those items are being removed. More photos

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    1570 Garrett Rd, Oakland, MD 21550
  • 60 Gorman St, Oakland, MD 21550
    60 Gorman St, Oakland, MD 21550
    60 Gorman St, Oakland, MD 21550
    /7

    $115,000

    • 2 Beds
    • 1 Bath
    • 1,488 Sq Ft

    60 Gorman St, Oakland, MD 21550

    Attention investors and savvy buyers! This 2-bedroom, 1-bathroom home in the heart of Oakland, Maryland is a prime opportunity for your next project. Whether you’re looking to fix and flip for profit or renovate and hold as a cash-flowing rental, this property is packed with potential. Located on a quiet street close to local shops, dining, and recreation, it offers a solid foundation and a

    ryan byrd Coldwell Banker Realty

    60 Gorman St, Oakland, MD 21550
  • 126 Leo Friend Rd, Oakland, MD 21550
    126 Leo Friend Rd, Oakland, MD 21550
    126 Leo Friend Rd, Oakland, MD 21550
    /50

    $529,900

    • 4 Beds
    • 3 Baths
    • 2,235 Sq Ft

    126 Leo Friend Rd, Oakland, MD 21550

    Perched above the treetops with panoramic lake views, this three-level retreat blends comfort with clean, considered upgrades. Vaulted ceilings and a spacious loft crown 2,235 square feet of living space, wrapped in new flooring with fresh paint inside and out. The kitchen, smartly updated with new countertops, connects to open dining and living anchored by a wood stove. A detached garage sits

    Jon Bell Railey Realty, Inc.

    126 Leo Friend Rd, Oakland, MD 21550
  • 2805 Shady Dell Rd, Oakland, MD 21550
    2805 Shady Dell Rd, Oakland, MD 21550
    2805 Shady Dell Rd, Oakland, MD 21550
    /47

    $234,900

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

    2805 Shady Dell Rd, Oakland, MD 21550

    Nestled in the heart of Pleasant Valley, an area known for its peaceful country charm, this 4-bedroom, 2-bath home offers a serene setting. Enclosed decks run the full length of both the front and back of the house, with an additional private deck just off the dining room. The master bedroom features access to a covered deck and includes a full bathroom, while a second spacious bedroom also opens

    Laura Newhall Taylor Made Deep Creek Vacations & Sales

    2805 Shady Dell Rd, Oakland, MD 21550
  • 170 Tannery Rd, Oakland, MD 21550
    170 Tannery Rd, Oakland, MD 21550
    170 Tannery Rd, Oakland, MD 21550
    /15

    $209,000

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    170 Tannery Rd, Oakland, MD 21550

    Charming Country Home with Pond, Views & Space to Grow! Welcome to your peaceful getaway just south of Oakland! This cozy and well-kept 3-bedroom, 2-bath home sits on 1.7 private acres and offers so much more than you’d expect — including your very own pond, with blooming lilies and fish you can catch right from your backyard. Built from solid concrete blocks and topped with a durable metal roof,

    Jonathan Minerick Homecoin.com

    170 Tannery Rd, Oakland, MD 21550
  • 3067 Shingle Camp Rd, Mc Henry, MD 21541
    3067 Shingle Camp Rd, Mc Henry, MD 21541
    3067 Shingle Camp Rd, Mc Henry, MD 21541
    /68

    $1,599,000

    • 5 Beds
    • 4 Baths
    • 3,300 Sq Ft

    3067 Shingle Camp Rd, Mc Henry, MD 21541

    5BR, 4BA custom lakefront home with additional carriage house above detached garage. Carriage house currently setup as a game room with kitchenette and pullout couch; this has served as a 5th BR prior to renting. Features include high end furnishings, gourmet kitchen, picturesque fireplace, flat lawn for yard games, built in fire pit, observation deck, EV charger and high efficiency heating and

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    3067 Shingle Camp Rd, Mc Henry, MD 21541
  • 1001 Sutter Ln, Oakland, MD 21550
    1001 Sutter Ln, Oakland, MD 21550
    1001 Sutter Ln, Oakland, MD 21550
    /94

    $899,900

    • 5 Beds
    • 6 Baths
    • 6,588 Sq Ft

    1001 Sutter Ln, Oakland, MD 21550

    Set on a serene 2.4-acre wooded lot, this thoughtfully crafted Southern-inspired property offers exceptional privacy while placing you minutes from the region’s most popular destinations—including Deep Creek Lake, Wisp Resort, Broadford Lake Park, and everyday essentials like shopping and medical care. Built to accommodate both relaxation and entertaining on a grand scale, the home offers 5

    Jackie Ball Daley Northrop Realty

    1001 Sutter Ln, Oakland, MD 21550
  • 20676 Garrett Hwy, Oakland, MD 21550
    20676 Garrett Hwy, Oakland, MD 21550
    20676 Garrett Hwy, Oakland, MD 21550
    /25

    $1,499,950

    • 5 Beds
    • 4.5 Baths
    • 2,280 Sq Ft

    20676 Garrett Hwy, Oakland, MD 21550

    CUSTOM-DESIGNED DEEP CREEK LAKEFRONT LOG HOME ***Fully Furnished 5BR w/ Dock, Hot Tub & Fireplaces*** Welcome to Morningside Lodge, a true waterfront gem nestled along the shores of Deep Creek Lake. This five-bedroom, four-and-a-half-bath custom Mountaineer Log Homes lodge offers a seamless blend of mountain elegance and modern comfort. Situated on a gently sloping lot with direct lakefront land,

    Christopher Carr HomeZu

    20676 Garrett Hwy, Oakland, MD 21550
  • 511 E Green St, Oakland, MD 21550
    511 E Green St, Oakland, MD 21550
    511 E Green St, Oakland, MD 21550
    /37

    $309,000

    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft

    511 E Green St, Oakland, MD 21550

    A must see complete renovation in Oakland! Taken down to the studs and updated with new wiring, insulation, a new roof and windows, modern flooring and a beautiful kitchen, this home is ready for you! The main level is open and inviting with a large living room area that flows into the kitchen. Also located on the main level is 1 bedroom, 1 full bath and laundry. Upstairs you will find 3

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    511 E Green St, Oakland, MD 21550
  • 17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    /73

    $379,000

    • 3 Beds
    • 2 Baths
    • 2,092 Sq Ft

    17 Driftwood Ln, Oakland, MD 21550

    Completely remodeled and ready for your next adventure—this 3-bedroom, 2-bath home in Yough Mountain Resort is the ultimate mountain escape! Nestled in a quiet, secluded area, this beautifully updated retreat offers modern comfort in a rustic setting. Enjoy the convenience of a detached 2-car garage and direct access to over 50 miles of private roads and trails—perfect for ATVs, snowmobiles,

    Larry Smith Railey Realty, Inc.

    17 Driftwood Ln, Oakland, MD 21550
  • 237 Glendale Rd, Oakland, MD 21550
    237 Glendale Rd, Oakland, MD 21550
    237 Glendale Rd, Oakland, MD 21550
    /100

    $2,159,000

    • 7 Beds
    • 6.5 Baths
    • 3,735 Sq Ft

    237 Glendale Rd, Oakland, MD 21550

    Almost Aspen on Deep Creek Lake! You'll be in the heart of everything Deep Creek and Garrett County have to offer with this 7 bedroom 6.5 bath lakefront modified chalet. Offering 8 separate gathering places both inside and outside of the home, you'll have the perfect opportunities to relax with your group and or getaway for some personal time. With 4 private suits, direct bath access from

    Bill Weissgerber Railey Realty, Inc.

    237 Glendale Rd, Oakland, MD 21550
  • 333 Sloan Tract Rd, Oakland, MD 21550
    333 Sloan Tract Rd, Oakland, MD 21550
    333 Sloan Tract Rd, Oakland, MD 21550
    /43

    $475,000

    • 4 Beds
    • 3.5 Baths
    • 1,492 Sq Ft

    333 Sloan Tract Rd, Oakland, MD 21550

    Charming cabin off the coveted Lake Shore Drive offering seasonal lake views. This home has three levels of living space, hardwood flooring and a nice fireplace. The lower level is totally finished with walk-out access. There are multiple covered porches plus a hot tub that are great outdoor spaces to enjoy year round. This home feels very secluded but is just minutes to Deep Creek Lake and Wisp

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    333 Sloan Tract Rd, Oakland, MD 21550
  • 609 Southern Pines Dr, Oakland, MD 21550
    609 Southern Pines Dr, Oakland, MD 21550
    609 Southern Pines Dr, Oakland, MD 21550
    /59

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,030 Sq Ft

    609 Southern Pines Dr, Oakland, MD 21550

    Welcome to your next dream home! Nestled on a 4-acre wooded lot, this custom built traditional-style residence combines comfort, and convenience. Just minutes from Broadford Lake Park, healthcare, shopping, Deep Creek Lake, and Wisp Ski Resort, this peaceful property offers easy access to all the local amenities. Two story stone & cedar, 4BR, 2.5 Bath w/ 2 - car attached garage, & 2 - car

    Brian Covell BHHS Touchdown Home Pros Realty

    609 Southern Pines Dr, Oakland, MD 21550

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