273

Homes for Sale in 21550

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  • 290 Crellin Underwood Rd, Oakland, MD 21550
    290 Crellin Underwood Rd, Oakland, MD 21550
    290 Crellin Underwood Rd, Oakland, MD 21550
    /65

    $299,000

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft

    290 Crellin Underwood Rd, Oakland, MD 21550

    Awesome 3BR/2BA Log home sitting on 2 acre lot. Third bedroom in on lower level and does not have an egress window. Full bath with soaking tub on main level with 24 X 12 bedroom and additional BR. Full bath on lower level as well. Huge Family Room with Native Stone wall with wood burning stove to supplement heating system. Heat is propane forced air. Large deck, partially covered on main level.

    Kevin Liller Railey Realty, Inc.

    290 Crellin Underwood Rd, Oakland, MD 21550
  • 360 Biltmore View, McHenry, MD 21541
    360 Biltmore View, McHenry, MD 21541
    360 Biltmore View, McHenry, MD 21541
    /82

    $1,099,900

    • 5 Beds
    • 3.5 Baths
    • 3,756 Sq Ft

    360 Biltmore View, McHenry, MD 21541

    Nestled in the sought-after Biltmore at Lodestone community, this exquisite log chalet offers a perfect blend of rustic charm and modern luxury. With 5 spacious bedrooms and 3.5 bathrooms, this home is ideal for both family living and entertaining in style.The high-end interior features beautiful craftsmanship throughout, with rich wood accents, soaring ceilings, and an open-concept

    Justin Liller Railey Realty, Inc.

    360 Biltmore View, McHenry, MD 21541
  • 56 Bee Tree Ln, Oakland, MD 21550
    56 Bee Tree Ln, Oakland, MD 21550
    56 Bee Tree Ln, Oakland, MD 21550
    /141

    $2,845,000

    • 6 Beds
    • 7.5 Baths
    • 5,100 Sq Ft

    56 Bee Tree Ln, Oakland, MD 21550

    Unmatched EXCEPTIONAL Lakefront Living – 6 Bedrooms | 7.5 Baths | Tucked Among the PinesDiscover 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 water’s edge. With peaceful views across a quiet cove and expansive open-water vistas from the oversized covered

    Susan Bell Railey Realty, Inc.

    56 Bee Tree Ln, Oakland, MD 21550
  • 433 San Francisco St, Oakland, MD 21550
    433 San Francisco St, Oakland, MD 21550
    433 San Francisco St, Oakland, MD 21550
    /66

    $599,900

    • 6 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    433 San Francisco St, Oakland, MD 21550

    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

    Jon Bell Railey Realty, Inc.

    433 San Francisco St, Oakland, MD 21550
  • 1419 Sandy Shores Rd, Mc Henry, MD 21541
    1419 Sandy Shores Rd, Mc Henry, MD 21541
    1419 Sandy Shores Rd, Mc Henry, MD 21541
    /75

    $1,699,000

    • 5 Beds
    • 5 Baths
    • 3,696 Sq Ft

    1419 Sandy Shores Rd, Mc Henry, MD 21541

    Set in a peaceful, wooded landscape, this stunning lakefront home offers a perfect mix of comfort and natural beauty right in the heart of Deep Creek Lake. With 5 spacious bedrooms and 5 well-appointed baths, this three-level retreat provides breathtaking views from multiple vantage points. The main level features an inviting open-concept design, a gourmet kitchen, and a bright, airy living space

    Nina Beitzel Railey Realty, Inc.

    1419 Sandy Shores Rd, Mc Henry, MD 21541
  • 328 Stool Rock Rd, Oakland, MD 21550
    328 Stool Rock Rd, Oakland, MD 21550
    328 Stool Rock Rd, Oakland, MD 21550
    /117

    $565,000

    • 4 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    328 Stool Rock Rd, Oakland, MD 21550

    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

    Kathy Gibson Railey Realty, Inc.

    328 Stool Rock Rd, Oakland, MD 21550
  • 2719 Broadford Rd, Oakland, MD 21550
    2719 Broadford Rd, Oakland, MD 21550
    2719 Broadford Rd, Oakland, MD 21550
    /98

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 4,253 Sq Ft

    2719 Broadford Rd, Oakland, MD 21550

    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

    Rich Orr Railey Realty, Inc.

    2719 Broadford Rd, Oakland, MD 21550
  • 183 Kendall Camp Cir, McHenry, MD 21541
    183 Kendall Camp Cir, McHenry, MD 21541
    183 Kendall Camp Cir, McHenry, MD 21541
    /53

    $749,900

    • 4 Beds
    • 3 Baths
    • 2,135 Sq Ft

    183 Kendall Camp Cir, McHenry, MD 21541

    Ski-in or out from this 4-bed, 3-bath villa perched at the top of Wisp Resort. Wide open layout with soaring wood ceilings and a massive stone fireplace that brings the cozy all year. Gorgeous modern kitchen with stainless appliances, hardwood cabinets, and stone tops. Perfect for big gatherings or peaceful getaways. Covered deck to soak in the fresh mountain air. One-car garage for your ride and

    Jon Bell Railey Realty, Inc.

    183 Kendall Camp Cir, McHenry, MD 21541
  • 163 Kendall Camp Cir, McHenry, MD 21541
    163 Kendall Camp Cir, McHenry, MD 21541
    163 Kendall Camp Cir, McHenry, MD 21541
    /85

    $925,000

    • 5 Beds
    • 4 Baths
    • 3,007 Sq Ft

    163 Kendall Camp Cir, McHenry, MD 21541

    Nestled atop Wisp Resort in a private gated community, this 4 bedroom, 4 bath ski-in/ski-out townhome is the perfect vacation or full-time retreat! Unique style chalet with log exterior adds to that rustic, mountain feel that is so cozy and comfortable! Located at the top of the Main St. slope, with easy access to the rest of the mountain. Enjoy all 4 seasons of fun in Garrett County and Deep

    Kathy Gibson Railey Realty, Inc.

    163 Kendall Camp Cir, McHenry, MD 21541
  • 25 Silver Tree Ln, Oakland, MD 21550
    25 Silver Tree Ln, Oakland, MD 21550
    25 Silver Tree Ln, Oakland, MD 21550
    /52

    $775,000

    • 5 Beds
    • 4 Baths
    • 2,364 Sq Ft

    25 Silver Tree Ln, Oakland, MD 21550

    Beautiful lake access retreat located in the Silver Tree Landings community. This recently updated contemporary home feels warm and inviting from the moment you walk in (upgrade list available). Offering hardwood flooring, granite countertops, two stone propane fireplaces and cathedral ceilings. The abundance of windows allows the natural light to brighten any season, while offering views from

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    25 Silver Tree Ln, Oakland, MD 21550
  • 155 Basswood Way, Oakland, MD 21550
    155 Basswood Way, Oakland, MD 21550
    155 Basswood Way, Oakland, MD 21550
    /51

    $714,900

    • 5 Beds
    • 3 Baths
    • 2,792 Sq Ft

    155 Basswood Way, Oakland, MD 21550

    Tucked just off Lakeshore Drive, this log home nails that luxury treehouse feel. Wrapped in fresh stain (09/24) and packed with updates - "Time Is On My Side" is dialed in for comfort. Five bedrooms, three baths, including a main-level primary. Inside, modern meets rustic with a sleek kitchen, new propane fireplace, and fresh paint throughout. The lower level offers a second living area, pool

    Michael Fenton Railey Realty, Inc.

    155 Basswood Way, Oakland, MD 21550
  • 247 Winding Trail Ln Unit 6B, Oakland, MD 21550
    247 Winding Trail Ln Unit 6B, Oakland, MD 21550
    247 Winding Trail Ln Unit 6B, Oakland, MD 21550
    /82

    $569,900

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

    247 Winding Trail Ln Unit 6B, Oakland, MD 21550

    Overlooking Deep Creek Lake, this modern townhome delivers luxury, comfort, and unbeatable convenience. Located in Timberlake Village, the 5-bedroom, 4.5-bath retreat is minutes from top restaurants, marinas, state parks, and Wisp Resort. The main level was recently reimagined with contemporary lighting and timber accents, a modern kitchen featuring granite counters, stainless appliances, and a

    Jon Bell Railey Realty, Inc.

    247 Winding Trail Ln Unit 6B, Oakland, MD 21550
  • 36 Ridgewood Dr, Oakland, MD 21550
    36 Ridgewood Dr, Oakland, MD 21550
    36 Ridgewood Dr, Oakland, MD 21550
    /60

    $525,000

    • 3 Beds
    • 3.5 Baths
    • 1,713 Sq Ft

    36 Ridgewood Dr, Oakland, MD 21550

    Looking for the secluded cabin in the woods but want to be close to everything the Lake has to offer? Look no further! This 3 bedroom 3 1/2 bath home offers just that! Located in the established and sought after community of Mountainside, this home is an inviting and place where you can get away from it all. Cozy up to the large stone wood burning fireplace in the living room, open concept

    Larry Smith Railey Realty, Inc.

    36 Ridgewood Dr, Oakland, MD 21550
  • 3084 Lake Shore Dr, Oakland, MD 21550
    3084 Lake Shore Dr, Oakland, MD 21550
    3084 Lake Shore Dr, Oakland, MD 21550
    /71

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,464 Sq Ft

    3084 Lake Shore Dr, Oakland, MD 21550

    Cozy Retreat on Lake Shore Drive! This 4-bed, 3-bath cottage was built for relaxation, entertainment, and making memories. The open-concept living area keeps everyone connected, while the expansive deck and hot tub allow you to take the fun outside. Upstairs, the primary suite steals the show! A personal fireplace with a wall of glass to let in the light and soak in the views. Three more bedrooms

    Jon Bell Railey Realty, Inc.

    3084 Lake Shore Dr, Oakland, MD 21550
  • 35 Blue Mountain View, McHenry, MD 21541
    35 Blue Mountain View, McHenry, MD 21541
    35 Blue Mountain View, McHenry, MD 21541
    /52

    $999,900

    • 5 Beds
    • 4.5 Baths
    • 2,832 Sq Ft

    35 Blue Mountain View, McHenry, MD 21541

    Looking for a place to slow down and relax? Finished in 2022, This 5-bedroom, 4.5-bath log home, has everything you need! Tucked inside the Lodestone Golf Course, "Blue Mountain Cabin" blends rustic charm with modern comfort. Inside, the open floorplan stitches the home together seamlessly. Hardwood floors, tongue and groove, and exposed timber accents run throughout. The great room features a

    Michael Fenton Railey Realty, Inc.

    35 Blue Mountain View, McHenry, MD 21541
  • 1118 Lake Shore Dr, Oakland, MD 21550
    1118 Lake Shore Dr, Oakland, MD 21550
    1118 Lake Shore Dr, Oakland, MD 21550
    /98

    $675,000

    • 3 Beds
    • 2 Baths
    • 2,446 Sq Ft

    1118 Lake Shore Dr, Oakland, MD 21550

    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

    Susan Bell Railey Realty, Inc.

    1118 Lake Shore Dr, Oakland, MD 21550
  • 170 Winding Trail Ln Unit 4B, Oakland, MD 21550
    170 Winding Trail Ln Unit 4B, Oakland, MD 21550
    170 Winding Trail Ln Unit 4B, Oakland, MD 21550
    /45

    $589,000

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

    170 Winding Trail Ln Unit 4B, Oakland, MD 21550

    Spacious home located in the Timberlake Village community. This duplex home offers three levels of living space, granite counter tops, hardwood flooring, propane fireplace and an attached garage. The large kitchen and open floorplan make this an ideal permanent or vacation home. The exterior space is just as pleasing offering a covered front deck and a lower patio, which boasts a hot tub for your

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    170 Winding Trail Ln Unit 4B, Oakland, MD 21550
  • 439 Paradise Heights, Oakland, MD 21550
    439 Paradise Heights, Oakland, MD 21550
    439 Paradise Heights, Oakland, MD 21550
    /45

    $1,359,000

    • 6 Beds
    • 4.5 Baths
    • 4,113 Sq Ft

    439 Paradise Heights, Oakland, MD 21550

    Stunning 6-Bedroom Kathadin Log Home with Breathtaking 180 views of Deep Creek Lake with Lake Access and a Boat Slip! This exceptional vacation home offers the perfect blend of rustic charm and modern luxury. Boasting 180-degree panoramic views of the sparkling lake, this property is a true mountain retreat. Every room is designed to capture the beauty of the surrounding landscape, with expansive

    Mike Kennedy Railey Realty, Inc.

    439 Paradise Heights, Oakland, MD 21550
  • 116 Wisp Mountain Rd, Mc Henry, MD 21541
    116 Wisp Mountain Rd, Mc Henry, MD 21541
    116 Wisp Mountain Rd, Mc Henry, MD 21541
    /78

    $1,399,900

    • 6 Beds
    • 5 Baths
    • 4,227 Sq Ft

    116 Wisp Mountain Rd, Mc Henry, MD 21541

    Luxury Log Home Perched atop Wisp Mountain – This 6 Bed, 5 Bath chalet offers 4227 sq ft, and features three stories of outdoor living space, vaulted ceilings, timber accents, and lots of glass to let in the mountain/lake views! Modern kitchen with stone tops and stainless appliances. Rugged stacked stone fireplace in the great room with a second fireplace on the lower level. Fully finished

    Jon Bell Railey Realty, Inc.

    116 Wisp Mountain Rd, Mc Henry, MD 21541
  • 41 Sandstone Cir, Mc Henry, MD 21541
    41 Sandstone Cir, Mc Henry, MD 21541
    41 Sandstone Cir, Mc Henry, MD 21541
    /74

    $739,000

    • 4 Beds
    • 3 Baths
    • 1,716 Sq Ft

    41 Sandstone Cir, Mc Henry, MD 21541

    Experience mountain tranquility in this stunning 4 bedroom, 3 bathroom chalet bordering Lodestone Golf Course. The main floor of this masterpiece features a primary suite and second main level bedroom along with 2 full bathrooms, and a beautifully updated open kitchen/dining/living room space thats perfect for entertaining. Enjoy walkout sliding doors from the main level onto the covered porch

    Justin Liller Railey Realty, Inc.

    41 Sandstone Cir, Mc Henry, MD 21541
  • 1931 Lake Shore Dr, Oakland, MD 21550
    1931 Lake Shore Dr, Oakland, MD 21550
    1931 Lake Shore Dr, Oakland, MD 21550
    /93

    $3,689,000

    • 5 Beds
    • 5.5 Baths
    • 5,100 Sq Ft

    1931 Lake Shore Dr, Oakland, MD 21550

    Deep Creek Lakes, Sunset Hills, luxury retreat offering majestic mountain & lake views. A unique lakefront property that plays a perfect host to relaxing vacations with family and friends is a low-key lifestyle centered around the outdoors. Vast stretches of glass ensure a sparkling water view is always on hand. Though sleek materials and high-end finishes abound, their low-profile design puts

    Russell Bounds Railey Realty, Inc.

    1931 Lake Shore Dr, Oakland, MD 21550
  • 1674 Paradise Point Rd, Oakland, MD 21550
    1674 Paradise Point Rd, Oakland, MD 21550
    1674 Paradise Point Rd, Oakland, MD 21550
    /53

    $1,599,900

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    1674 Paradise Point Rd, Oakland, MD 21550

    Beautifully remodeled lakefront home offering private dock and stunning views of Deep Creek Lake! Located on Paradise Point Rd, this home faces south for abundant natural light. 4 Bedrooms, 2.5 Bathrooms and sold fully furnished providing a gorgeous contemporary aesthetic throughout. Bright and Open with lots of glass to bring in the scenic lake views! Cozy fireplace in the main living area.

    Jon Bell Railey Realty, Inc.

    1674 Paradise Point Rd, Oakland, MD 21550
  • 188 Highline Dr, Mc Henry, MD 21541
    188 Highline Dr, Mc Henry, MD 21541
    188 Highline Dr, Mc Henry, MD 21541
    /123

    $1,600,000

    • 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. New appliance and investment upgrades throughout the home as of July 2025. 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

    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
  • 0 Chimney Rock Ln Unit LotWP001 20577769, Mc Henry, MD 21541
    0 Chimney Rock Ln Unit LotWP001 20577769, Mc Henry, MD 21541
    0 Chimney Rock Ln Unit LotWP001 20577769, Mc Henry, MD 21541
    /35

    $59,900

    • Land
    • 0.57 Acre
    • $105,088 per Acre

    0 Chimney Rock Ln Unit LotWP001 20577769, Mc Henry, MD 21541

    Welcome to your future homesite! This exceptional 0.57-acre lot is perfectly positioned on level ground, offering a prime location within a private community. Located just a row back from the Lodestone Golf Course, this property provides a picturesque setting for your dream home. Enjoy the tranquility and exclusivity of this private community while being just a short distance from the stunning

    Taylor Nitterhouse Whitetail Properties Real Estate

    0 Chimney Rock Ln Unit LotWP001 20577769, Mc Henry, MD 21541
  • 0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
    /30

    $525,000

    • Land
    • 103 Acres
    • $5,101 per Acre

    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550

    Discover the incredible potential of this expansive 100+ acre property, ideally situated with nearly 1.5 miles of road frontage along George Washington Hwy and Table Rock Rd. The land is subdivided into five parcels, offering versatile options for developers and investors alike. Three of these parcels can be served with public water, enhancing development possibilities. Additionally, two parcels

    Taylor Nitterhouse Whitetail Properties Real Estate

    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
  • 135 Jeffrey Ln Unit 19D, Oakland, MD 21550
    135 Jeffrey Ln Unit 19D, Oakland, MD 21550
    135 Jeffrey Ln Unit 19D, Oakland, MD 21550
    /36

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    135 Jeffrey Ln Unit 19D, Oakland, MD 21550

    Wonderful lake view condo right in the heart of Deep Creek Lake! It is truly hard to beat this location as you are so close to many of the areas favorite restaurants, bars, shopping and more! Less than 5 miles to Wisp Resort as well! Enjoy being able to take advanatage of everything Deep Creek Lake and Mountain Maryland has to offer in this excellently maintained condo that is ready for you!

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    135 Jeffrey Ln Unit 19D, 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
  • 939 Glendale Rd Unit 19, Oakland, MD 21550
    939 Glendale Rd Unit 19, Oakland, MD 21550
    939 Glendale Rd Unit 19, Oakland, MD 21550
    /30

    $785,000

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

    939 Glendale Rd Unit 19, Oakland, MD 21550

    SEE DOCUMENTS FOR 07/2025 TAX STATEMENT--$1,533 annual assessment for HOA reserves. $1,500 Annual fee to Bill's Marine for assumable boat-strip lease. $4,500 Annual condo fees. Condo Association responsible for roof, building exterior maintenance, lawn maintenance, snow removal, replacement of deck, porch and front door. Water is included in the condo fees. Sewer fees are not and averaged $90

    Rick Davis Richard A. Davis & Associates

    939 Glendale Rd Unit 19, Oakland, MD 21550
  • 20160 Garrett Hwy Unit G509, Oakland, MD 21550
    20160 Garrett Hwy Unit G509, Oakland, MD 21550
    20160 Garrett Hwy Unit G509, Oakland, MD 21550
    /35

    $399,900

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    20160 Garrett Hwy Unit G509, Oakland, MD 21550

    Experience lakefront living at its finest with this beautifully updated 2-level condo on the shores of Deep Creek Lake. Unit G509 features 2 bedrooms and 1 full bathroom, offering breathtaking lake views. The main level includes a well-appointed kitchen and a cozy living area complete with a wood-burning fireplace—perfect for year-round relaxation. Upstairs, you’ll find two spacious bedrooms with

    Tim Macauley Taylor Made Deep Creek Vacations & Sales

    20160 Garrett Hwy Unit G509, 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
  • 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
  • 285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    /50

    $589,000

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

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550

    Welcome to this stunning 5-bedroom, 4.5-bathroom duplex-style home at Deep Creek Lake, offering the perfect blend of mountain charm, modern finishes, and exceptional rental potential. This meticulously maintained retreat spans three finished levels and boasts a spacious, professionally designed lower-level patio featuring a cozy fire pit, relaxing mountain views, and a brand-new 2024 hot

    Mike Kennedy Railey Realty, Inc.

    285 Winding Trail Ln Unit 10A, 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
  • 189 Red Run Rd Unit 1C2, Oakland, MD 21550
    189 Red Run Rd Unit 1C2, Oakland, MD 21550
    189 Red Run Rd Unit 1C2, Oakland, MD 21550
    /50

    $589,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    189 Red Run Rd Unit 1C2, Oakland, MD 21550

    2+BR, 2BA waterfront condo at Red Run offering lake views and assigned deep water boat slip! Recently awarded 'top 1% of all homes on Airbnb'! Immaculately maintained, the owners have remodeled the entire unit in the last year. Luxurious and well-appointed with upscale furnishings & contents - conveys essentially TURNKEY. Gorgeous master suite with lake views, spacious bedrooms, wood burning

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    189 Red Run Rd Unit 1C2, Oakland, MD 21550
  • 12 Roman Ridge Rd Unit 22B, Oakland, MD 21550
    12 Roman Ridge Rd Unit 22B, Oakland, MD 21550
    12 Roman Ridge Rd Unit 22B, Oakland, MD 21550
    /51

    $554,900

    • 3 Beds
    • 3.5 Baths
    • 2,202 Sq Ft

    12 Roman Ridge Rd Unit 22B, Oakland, MD 21550

    SOLD TURN KEY - FULLY FURNISHED!!! As its vacation rental name describes, "Whispering Waters" provides a glistening open view of Deep Creek Lake from nearly every window! This 3 bedroom, 3 and 1/2 bath townhome is located right in the middle of all of the areas amenities and very close to restaurants, boat rentals, and more! All of the modern conveniences and finishes are included such as central

    Andrew Eiswert Railey Realty, Inc.

    12 Roman Ridge Rd Unit 22B, Oakland, MD 21550

Showing Results 41 - 80, Page 2 of 7

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