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Oakland Houses for Sale

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  • 65 Village Dr Unit 6, Oakland, MD 21550
    65 Village Dr Unit 6, Oakland, MD 21550
    65 Village Dr Unit 6, Oakland, MD 21550
    /52

    $715,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    65 Village Dr Unit 6, Oakland, MD 21550

    Looking for that cozy cabin getaway at the lake? 65 Village Drive offers cabin living at its finest with 3 full bedrooms and 3 full bathrooms minutes from all of Deep Creek Lake's most popular amenities. Two wood burning fireplaces give ultimate ambiance in the main level living room and four seasons room where the hot tub is also located. The Yellowstone Village community offers one of Deep

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 820-3626

    65 Village Dr Unit 6, Oakland, MD 21550
  • 15 Village Dr Unit 1, Oakland, MD 21550
    15 Village Dr Unit 1, Oakland, MD 21550
    15 Village Dr Unit 1, Oakland, MD 21550
    /37

    $440,000

    • 2 Beds
    • 1 Bath

    15 Village Dr Unit 1, Oakland, MD 21550

    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

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 255-9771

    15 Village Dr Unit 1, Oakland, MD 21550
  • 621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    /97

    $695,000

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft

    621 Paradise Heights, Oakland, MD 21550

    Opportunity to own one of Deep Creek Lake's most unique homes! 621 Paradise Heights is a geodesic dome house offering 4 bedrooms, 3 full bathrooms and over 4300 square feet of interior space. Become the ultimate host of guests with the many entertainment spaces in the house including main level living room, parlor with wet bar, expansive deck, stacked stone fireplace, fit pit in back yard and

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 240-3916

    621 Paradise Heights, Oakland, MD 21550
  • 267 Woodlands Hill Ln, Oakland, MD 21550
    267 Woodlands Hill Ln, Oakland, MD 21550
    267 Woodlands Hill Ln, Oakland, MD 21550
    /72

    $1,075,000

    • 4 Beds
    • 3.5 Baths
    • 2,232 Sq Ft

    267 Woodlands Hill Ln, Oakland, MD 21550

    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

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 895-9233

    267 Woodlands Hill Ln, Oakland, MD 21550
  • 163 Crestview Dr, Oakland, MD 21550
    163 Crestview Dr, Oakland, MD 21550
    163 Crestview Dr, Oakland, MD 21550
    /50

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    163 Crestview Dr, Oakland, MD 21550

    Welcome to 163 Crestview Drive — a beautifully maintained 3-bedroom, 2.5-bath home nestled in the Mitchell Manor neighborhood. This inviting Cape Cod offers timeless charm, modern updates, and a peaceful setting just minutes from downtown Oakland. Many recent improvements including HVAC, water treatment/filtration system, flooring and landscaping! Step inside to an open, light-filled floor plan

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 363-0878

    163 Crestview Dr, Oakland, MD 21550
  • 2045 Swallow Falls Rd, Oakland, MD 21550
    2045 Swallow Falls Rd, Oakland, MD 21550
    2045 Swallow Falls Rd, Oakland, MD 21550
    /79

    $950,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 5,416 Sq Ft

    2045 Swallow Falls Rd, Oakland, MD 21550

    Craftsman elegance awaits you at this newly built home just minutes from Deep Creek Lake, Wisp Resort, Swallow Falls the Youghiogheny River and all of western Maryland's finest attractions! No details were missed! it would be very difficult to recreate this home today at this price with today's building costs. Offering 5 bedrooms, 3.5 bathrooms and over 5400 square feet of living space, this home

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 663-8213

    2045 Swallow Falls Rd, Oakland, MD 21550
  • 346 Skippers Point Rd, Oakland, MD 21550
    346 Skippers Point Rd, Oakland, MD 21550
    346 Skippers Point Rd, Oakland, MD 21550
    /73

    $529,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    346 Skippers Point Rd, Oakland, MD 21550

    Escape to your ideal mountain-lake retreat at Deep Creek Lake with this charming chalet-style home, nestled in a peaceful, wooded setting. This warm and inviting 3-bedroom, 2-bath getaway blends rustic charm with modern comfort—perfect as a vacation home or full-time residence. Take in filtered lake views from your home and expansive deck or relax by the lake with exclusive access to a sandy

    Steven Ritchie Railey Realty, Inc.

    346 Skippers Point Rd, Oakland, MD 21550
  • 113 Paradise Ln, Oakland, MD 21550
    113 Paradise Ln, Oakland, MD 21550
    113 Paradise Ln, Oakland, MD 21550
    /61

    $1,389,000

    • 5 Beds
    • 3 Baths
    • 2,056 Sq Ft

    113 Paradise Ln, Oakland, MD 21550

    Incredible opportunity to own a 5 bedroom, 3 bath lakefront home with over 215 feet of prime frontage on Deep Creek Lake! Situated on a level to gently sloping lot, this property offers expansive views and easy lake access in one of the area's most desirable settings. Inside, you’ll find tasteful upgrades throughout—including a beautifully renovated kitchen with higher-end finishes and updated

    Nina Beitzel Railey Realty, Inc.

    113 Paradise Ln, Oakland, MD 21550
  • 444 Woodlands Hill Ln, Oakland, MD 21550
    444 Woodlands Hill Ln, Oakland, MD 21550
    444 Woodlands Hill Ln, Oakland, MD 21550
    /83

    $1,295,000

    • 4 Beds
    • 6 Baths
    • 4,744 Sq Ft

    444 Woodlands Hill Ln, Oakland, MD 21550

    Experience the serenity of Deep Creek Lake from this updated luxury 4 bedroom home with over 5,000+ square feet! The seller’s improvements over the last few years showcase impeccable craftsmanship and outstanding construction quality, both inside and out. Nestled on 2 acres in a private community, enjoy beautiful water views of the lake from the expansive front deck or from many of the interior

    Mike Kennedy Railey Realty, Inc.

    444 Woodlands Hill Ln, Oakland, MD 21550
  • 783 Mountainview Dr, Oakland, MD 21550
    783 Mountainview Dr, Oakland, MD 21550
    783 Mountainview Dr, Oakland, MD 21550
    /76

    $595,000

    • 3 Beds
    • 3 Baths
    • 1,971 Sq Ft

    783 Mountainview Dr, Oakland, MD 21550

    Beautiful, 3 bedroom, 3 bath home located in the sought after community of Mountainside at Deep Creek Lake. This home offers one level living, 2 bonus rooms which could be used as extra sleeping areas, a sauna, 2 car attached garage, a large & level yard. Enjoy several community amenities including lake access, a marina, picnic areas, tennis & basketball courts, & more! A current vacation rental

    Larry Smith Railey Realty, Inc.

    783 Mountainview Dr, Oakland, MD 21550
  • 102 Mountainview Ct, Oakland, MD 21550
    102 Mountainview Ct, Oakland, MD 21550
    102 Mountainview Ct, Oakland, MD 21550
    /103

    $975,000

    • 7 Beds
    • 4.5 Baths
    • 5,376 Sq Ft

    102 Mountainview Ct, Oakland, MD 21550

    Mountainside Luxury Log Home. "Boulder Escape" is a stunning 7-bedroom, 4.5 bath lake access home on 1.6 acres in this prestigious mountaintop community. This income-producing property, offering over 5600 square feet, has an open concept floor plan with amazing expansive space on all levels. You will find an easy flow throughout the living, dining, and kitchen areas. Comfort and ambiance are

    Kathy Gibson Railey Realty, Inc.

    102 Mountainview Ct, Oakland, MD 21550
  • 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
  • 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
  • 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
  • 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
  • 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
  • 1118 Lake Shore Dr, Oakland, MD 21550
    1118 Lake Shore Dr, Oakland, MD 21550
    1118 Lake Shore Dr, Oakland, MD 21550
    /95

    $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
  • 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
  • 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
  • 175 Roman Ridge Rd Unit 15, Oakland, MD 21550
    175 Roman Ridge Rd Unit 15, Oakland, MD 21550
    175 Roman Ridge Rd Unit 15, Oakland, MD 21550
    /55

    $555,000

    • 4 Beds
    • 4.5 Baths
    • 3,192 Sq Ft

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550

    Amazing and rare opportunity in Trader's Landing! These wonderful stand alone homes in this community do not come up for sale very often. Offering 4 bedrooms, 4 and a half baths, and over 3,100 finished square feet on 4 levels of living space, this is one of the largest homes in the development! Enjoy relaxing with some nice views on the spacious deck or go for a soak in the hot tub on the

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    175 Roman Ridge Rd Unit 15, Oakland, MD 21550
  • 39 Leo Friend Rd, Oakland, MD 21550
    39 Leo Friend Rd, Oakland, MD 21550
    39 Leo Friend Rd, Oakland, MD 21550
    /34

    $985,000

    • 3 Beds
    • 3.5 Baths
    • 3,897 Sq Ft

    39 Leo Friend Rd, Oakland, MD 21550

    Beautiful split Lakefront Home with Breathtaking Views and Type A Dock. Discover unparalleled lakefront living in this meticulously maintained gem nestled in a beautifully landscaped setting. This 3-bedroom, 3.5-bathroom home welcomes you with an elegant entry foyer and soaring cathedral ceilings, highlighted by a magnificent oak staircase. The nearly 4,000 sq ft residence features a stunning

    Andrew Orr Railey Realty, Inc.

    39 Leo Friend Rd, Oakland, MD 21550
  • 216 Tarn Dr, Oakland, MD 21550
    216 Tarn Dr, Oakland, MD 21550
    216 Tarn Dr, Oakland, MD 21550
    /86

    $1,199,999

    • 6 Beds
    • 4.5 Baths
    • 4,769 Sq Ft

    216 Tarn Dr, Oakland, MD 21550

    Breathtaking turn-key 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,

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    216 Tarn Dr, Oakland, MD 21550
  • 20 Maple Del Ln, Oakland, MD 21550
    20 Maple Del Ln, Oakland, MD 21550
    20 Maple Del Ln, Oakland, MD 21550
    /17

    $549,000 New Construction

    • 2 Beds
    • 1 Bath

    20 Maple Del Ln, Oakland, MD 21550

    *To be built A frame* Looking for a newly built home on a wooded lot close to everything Deep Creek Lake offers. This home can be delivered complete in a 4 month time span. Call today for details

    Michael Cumerlato Jason Mitchell Group

    20 Maple Del Ln, Oakland, MD 21550
  • 620 Crosby Dr, Oakland, MD 21550
    620 Crosby Dr, Oakland, MD 21550
    620 Crosby Dr, Oakland, MD 21550
    /21

    $555,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    620 Crosby Dr, Oakland, MD 21550

    BRAND NEW CONSTRUCTION! 4BR/3.5BA home with attached 2 car garage in Country Club Acres! Perched at the very top of the mountain overlooking Oakland golf course, 2,850 sf and 2.84 acres of land (lots 73-79 combined). Modern design offering plenty of natural light, open living and elite finishes. Features include Andersen windows & sliders, multiple ensuites, custom tile bathrooms, fireplace,

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    620 Crosby Dr, Oakland, MD 21550
  • 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
  • 1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    1589 Lake Shore Dr, Oakland, MD 21550
    /62

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 1,872 Sq Ft

    1589 Lake Shore Dr, Oakland, MD 21550

    Exquisite one of a kind contemporary tucked away on sought after Lake Shore Drive. 128 feet of lake frontage on quiet Bee Tree Hollow Cove, with 20-foot-deep water depths off spacious Type A dock and total privacy. Perched high above the cove “The Birdhouse” offers expansive four-season views from every window. The property was thoughtfully designed and planned by current owners and local

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    1589 Lake Shore 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
  • 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
  • 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
  • 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
  • 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
  • 2571 Shady Dell Rd, Oakland, MD 21550
    2571 Shady Dell Rd, Oakland, MD 21550
    2571 Shady Dell Rd, Oakland, MD 21550
    /18

    $248,900

    • 2 Beds
    • 2 Baths
    • 1,678 Sq Ft

    2571 Shady Dell Rd, Oakland, MD 21550

    They call it Pleasant Valley for a reason! The property features a 2+ acre wooded area, a serene stream, several berry plants, 2 sheds, chicken coop, and a rear deck. Front porch and a fenced-in front yard. Inside, there is a large, bright living room, an updated kitchen with plenty of cabinet space, appliances, and sliding glass doors leading to the deck. The bathrooms have been updated. Full

    Paul Macy Garrett Land Sales, PC

    2571 Shady Dell Rd, Oakland, MD 21550

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In Oakland, there are currently 60 houses for sale, offering a variety of options for prospective buyers. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options available to suit every lifestyle. Browse properties and houses for sale in Oakland, Oakland and find the perfect place to call home.

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