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Newest Homes for Sale in Oakland, MD

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  • 101 Sobriety Way, Oakland, MD 21550
    101 Sobriety Way, Oakland, MD 21550
    101 Sobriety Way, Oakland, MD 21550
    /6

    $499,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    101 Sobriety Way, Oakland, MD 21550

    Wake up to breathtaking views of Deep Creek Lake every single day from this beautifully updated 3-bedroom home, complete with private lake access in a quiet, peaceful cove. Huge windows throughout invite in an abundance of natural light while framing the surrounding scenery, blurring the line between indoors and out. The open-concept kitchen features beautiful new quartz countertops and flows

    Brent Housley Railey Realty, Inc.

    101 Sobriety Way, Oakland, MD 21550
  • 595 Pysell Crosscut Rd, Oakland, MD 21550
    595 Pysell Crosscut Rd, Oakland, MD 21550
    595 Pysell Crosscut Rd, Oakland, MD 21550
    /61

    $319,999

    • 4 Beds
    • 2 Baths
    • 1,416 Sq Ft

    595 Pysell Crosscut Rd, Oakland, MD 21550

    Enjoy peaceful living just outside of Oakland, Maryland, with this 4-bedroom, 2-bath home situated on 2.14 acres. A large open yard with a tree-lined perimeter creates a private setting while still keeping you close to town, shopping, dining, and Deep Creek Lake area activities. The main level features a roomy kitchen with great cabinet space, a butcher block island, and an easy flow into the

    Jay Quinn Taylor-Made Deep Creek Real Estate, LLC

    595 Pysell Crosscut Rd, Oakland, MD 21550
  • 97 acres Lot C Garrett Rd, Oakland, MD 21550
    97 acres Lot C Garrett Rd, Oakland, MD 21550
    97 acres Lot C Garrett Rd, Oakland, MD 21550
    /21

    $599,000

    • Land
    • 97.57 Acres
    • $6,139 per Acre

    97 acres Lot C Garrett Rd, Oakland, MD 21550

    Lot C – 97.57 Acres barn & ponds. | Oakland, Maryland. Discover 97.57 breathtaking acres just 10 minutes from Deep Creek Lake. This exceptional property offers a rare combination of natural beauty, privacy, and convenience, making it an ideal setting for a private estate, recreational retreat, or investment opportunity. The landscape is highlighted by two natural spring-fed and creek-fed ponds,

    Rich Orr Railey Realty, Inc.

    97 acres Lot C Garrett Rd, Oakland, MD 21550
  • 943 Paradise Heights, Oakland, MD 21550
    943 Paradise Heights, Oakland, MD 21550
    943 Paradise Heights, Oakland, MD 21550
    /61

    $765,000

    • 5 Beds
    • 3 Baths
    • 1,722 Sq Ft

    943 Paradise Heights, Oakland, MD 21550

    Welcome to this stunning 5-bedroom, 3-bath home, completed in 2023 and designed for modern mountain living. Featuring two private ensuite bedrooms, spacious living areas, and a fresh, contemporary design, this home is ready for you to enjoy from day one. This home features a stylish modern kitchen with an open layout that is perfect for entertainment. In the winter months, cozy up by the wood

    Lucas Muenchow Railey Realty, Inc.

    943 Paradise Heights, Oakland, MD 21550
  • 104 Roman Ridge Rd Unit 21, Oakland, MD 21550
    104 Roman Ridge Rd Unit 21, Oakland, MD 21550
    104 Roman Ridge Rd Unit 21, Oakland, MD 21550
    /61

    $605,000

    Coming Soon
    • 5 Beds
    • 4.5 Baths
    • 2,582 Sq Ft

    104 Roman Ridge Rd Unit 21, Oakland, MD 21550

    Waves & Moguls- Mountain living meets lake lifestyle in this beautifully appointed 5-bedroom, 4.5-bath condominium home. Privately nestled on a quiet hillside cul-de-sac, this fully furnished, turn-key retreat offers three levels of thoughtfully designed living space with two stone fireplaces and views of Deep Creek Lake. The spacious floor plan features two private primary suites, generous guest

    Amy Skipper Railey Realty, Inc.

    104 Roman Ridge Rd Unit 21, Oakland, MD 21550
  • 113 G St, Oakland, MD 21550
    113 G St, Oakland, MD 21550
    113 G St, Oakland, MD 21550
    /62

    $499,000

    Open Sat 9AM - 2PM Coming Soon
    • 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 Real Estate, LLC

    113 G St, Oakland, MD 21550
  • 256 Jeffrey Ln Unit 28, Oakland, MD 21550
    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    /65

    $464,900

    • 3 Beds
    • 3.5 Baths
    • 1,838 Sq Ft

    256 Jeffrey Ln Unit 28, Oakland, MD 21550

    Looking for a beautifully updated condo at Deep Creek Lake? Welcome to 256 Jeffrey Lane #28, a spacious 3-bedroom, 3.5-bath condo in the desirable Traders Landing community. Enjoy filtered lake views from this well-appointed home, conveniently located just across the street from the water and only minutes from Wisp Resort, restaurants, shopping, marinas, and other area attractions. With a

    Larry Smith Railey Realty, Inc.

    256 Jeffrey Ln Unit 28, Oakland, MD 21550
  • 17240 Garrett Hwy, Oakland, MD 21550
    17240 Garrett Hwy, Oakland, MD 21550
    17240 Garrett Hwy, Oakland, MD 21550
    /104

    $998,000

    • 6 Beds
    • 4.5 Baths
    • 5,547 Sq Ft

    17240 Garrett Hwy, Oakland, MD 21550

    Luxury Living Meets Timeless Country Charm! Perfectly positioned on 10.33 picturesque acres between Oakland and Deep Creek Lake, this exceptional 6-bedroom, 4.5-bath home offers the ideal blend of refined comfort, modern updates, and peaceful privacy. Step inside to discover an inviting open floor plan highlighted by soaring wood ceilings, a dramatic floor-to-ceiling stone fireplace, and

    Justin Liller Railey Realty, Inc.

    17240 Garrett Hwy, Oakland, MD 21550
  • 1342 Stockslager Rd, Oakland, MD 21550
    1342 Stockslager Rd, Oakland, MD 21550
    1342 Stockslager Rd, Oakland, MD 21550
    /118

    $2,699,000

    • 6 Beds
    • 6.5 Baths
    • 3,442 Sq Ft

    1342 Stockslager Rd, Oakland, MD 21550

    Experience unparalleled lakefront living in this meticulously maintained 6 bedroom en suite home! Designed with an open concept plan to maximize abundant natural light and effortless transition through the kitchen, living and dining areas. Beautiful cathedral ceilings enhance the floor to ceiling native stone fireplace. Your living areas flow out to the expansive outdoor decking and a comfortable

    Kathy Gibson Railey Realty, Inc.

    1342 Stockslager Rd, Oakland, MD 21550
  • 941 Mountainview Dr, Oakland, MD 21550
    941 Mountainview Dr, Oakland, MD 21550
    941 Mountainview Dr, Oakland, MD 21550
    /71

    $737,500

    • 4 Beds
    • 3.5 Baths
    • 4,377 Sq Ft

    941 Mountainview Dr, Oakland, MD 21550

    Experience the best of Deep Creek Lake living in this thoughtfully designed 4 bedroom, 3.5 bath home located in the highly desirable Mountainside community. Combining quality craftsmanship with inviting living spaces, the well planned floor plan maximizes both comfort and functionality. Situated on over an acre, the expansive outdoor living area features a wrap around porch and private hot tub,

    Nicole Jackson Railey Realty, Inc.

    941 Mountainview Dr, Oakland, MD 21550
  • 102 N 3rd St, Oakland, MD 21550
    102 N 3rd St, Oakland, MD 21550
    102 N 3rd St, Oakland, MD 21550
    /43

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft

    102 N 3rd St, Oakland, MD 21550

    Very well maintained 3Br-2BA traditional style home in Oakland with huge 24X24 deck, paved driveway and one car detached garage. Home features almost 2000 square feet of living area, stainless steel appliances, and updated bathrooms. Great place to watch the Autumn Glory parade from you covered front porch. Hot water radiant heat with natural gas being the heat source. Newer replacement windows,

    Kevin Liller Railey Realty, Inc.

    102 N 3rd St, Oakland, MD 21550
  • 193 Red Run Rd Unit 1B3, Oakland, MD 21550
    193 Red Run Rd Unit 1B3, Oakland, MD 21550
    193 Red Run Rd Unit 1B3, Oakland, MD 21550
    /57

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    193 Red Run Rd Unit 1B3, Oakland, MD 21550

    Ultimate lakefront living awaits at Red Run! This stunning 2-3BR, 2BA condo features a second-floor loft and a versatile den easily used as a 3rd bedroom. Enjoy breathtaking lake views from your gorgeous primary suite and private lakeside balcony. Extensively upgraded with a extensively upgraded kitchen boasting granite countertops and soft-close cabinetry, a newly remodeled laundry room with a

    John McNamara RE/MAX Results

    193 Red Run Rd Unit 1B3, Oakland, MD 21550
  • 826 G Swauger Rd, Oakland, MD 21550
    826 G Swauger Rd, Oakland, MD 21550
    826 G Swauger Rd, Oakland, MD 21550
    /33

    $1,200,000

    • 2 Beds
    • 2.5 Baths
    • 2,914 Sq Ft

    826 G Swauger Rd, Oakland, MD 21550

    A Rare Fine Indeed! The private, end of the road farm is located in the much-desired Pleasant Valley area of southern Garrett County, MD.Built in 1933 and remodeled in 2020, this farmhouse is a must see. The inviting living area is complemented by a wood burning stove, while a LP gas furnace provides hot water radiant heat throughout the home. The kitchen features concrete countertops and is

    Larry Roth Railey Realty, Inc.

    826 G Swauger Rd, Oakland, MD 21550
  • 2189 Table Rock Rd, Oakland, MD 21550
    2189 Table Rock Rd, Oakland, MD 21550
    2189 Table Rock Rd, Oakland, MD 21550
    /65

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,736 Sq Ft

    2189 Table Rock Rd, Oakland, MD 21550

    Escape to the beauty of the mountains with this 4-bedroom, 2-bath log home situated on 15 scenic acres just south of Deep Creek Lake. Offering two full levels of comfortable living space, this well-maintained home is ideal as a full-time residence or vacation getaway along with the modern convenience of high speed FIOS internet service. The inviting interior features hardwood flooring in the

    Mike Kennedy Railey Realty, Inc.

    2189 Table Rock Rd, Oakland, MD 21550
  • Lot B Loch Deer Rd, Oakland, MD 21550
    Lot B Loch Deer Rd, Oakland, MD 21550
    Lot B Loch Deer Rd, Oakland, MD 21550
    /27

    $259,000

    • Land
    • 42 Acres
    • $6,167 per Acre

    Lot B Loch Deer Rd, Oakland, MD 21550

    42 Acres of un-zoned mostly wooded property located near Oakland and Deep Creek Lake MD. The property offers great opportunities for a variety of uses and also provides great views. Access to the property is off of Garrett Road via Loch Deer Road. The property has been surveyed.

    Bill Weissgerber Railey Realty, Inc.

    Lot B Loch Deer Rd, Oakland, MD 21550
  • 321 Deer Park Hotel Rd, Oakland, MD 21550
    321 Deer Park Hotel Rd, Oakland, MD 21550
    321 Deer Park Hotel Rd, Oakland, MD 21550
    /47

    $399,900

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,476 Sq Ft

    321 Deer Park Hotel Rd, Oakland, MD 21550

    Double lots! Lot 4 & 5 of Hunting Ridge Estates will be sold together to bring up a total of .96 acre on your 2476 sqft. of finished living space home awaits you including your finished basement. Metal Roof is only 4 years old. Windows and doors are only 6 years old. Location, location...Welcome to 321 Deer Park Hotel Rd. where your mountain retreat will be just outside the city limits with only

    Pamela Debnam Houwzer, LLC

    321 Deer Park Hotel Rd, Oakland, MD 21550
  • 106 G St, Oakland, MD 21550
    106 G St, Oakland, MD 21550
    106 G St, Oakland, MD 21550
    /47

    $249,000

    • 4 Beds
    • 1 Bath
    • 1,432 Sq Ft

    106 G St, Oakland, MD 21550

    Step back in time with this charming 1900 home located in the heart of historic Mountain Lake Park. Offering 4 bedrooms, 1 bath, and 1,432 square feet, this property sits on two lots totaling 0.27 acres and is ready for its next chapter. Rich in character, the home features original woodwork, hardwood floors beneath the carpet, two fireplaces, spacious rooms, and a wraparound covered porch

    Kelsey Meyers Railey Realty, Inc.

    106 G St, Oakland, MD 21550
  • 308 Winding Trail Ln Unit 11B, Oakland, MD 21550
    308 Winding Trail Ln Unit 11B, Oakland, MD 21550
    308 Winding Trail Ln Unit 11B, Oakland, MD 21550
    /61

    $615,000

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

    308 Winding Trail Ln Unit 11B, Oakland, MD 21550

    5BR, 4.5BA duplex with LAKE VIEWS! Enjoy 3300sf of living space in the heart of Deep Creek Lake. Features include 3 spacious suites, multiple stacked stone fireplaces and two living room areas, plus an impressive outdoor fire pit. You will love the open kitchen/dining area and the covered back deck. Other features include wood floors, granite, instant hot water, pool table and hot tub. Attached

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    308 Winding Trail Ln Unit 11B, Oakland, MD 21550
  • 254 Little Mountain Rd, Oakland, MD 21550
    254 Little Mountain Rd, Oakland, MD 21550
    254 Little Mountain Rd, Oakland, MD 21550
    /53

    $340,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    254 Little Mountain Rd, Oakland, MD 21550

    Escape to the mountains at 254 Little Mountain Road, where privacy, comfort, and outdoor adventure come together on nearly 5 acres in the sought-after Backbone Ridge community. Surrounded by mature trees and mountain scenery. Inside, you'll find warm wood accents and a cozy wood-burning fireplace that anchors the inviting living space. Multiple gathering areas provide flexibility for

    Amy Skipper Railey Realty, Inc.

    254 Little Mountain Rd, Oakland, MD 21550
  • 415 Nazelrod Rd, Oakland, MD 21550
    415 Nazelrod Rd, Oakland, MD 21550
    415 Nazelrod Rd, Oakland, MD 21550
    /52

    $3,249,000

    New Construction
    • 4 Beds
    • 5 Baths
    • 6,036 Sq Ft

    415 Nazelrod Rd, Oakland, MD 21550

    One of Garrett County's most unique and breathtaking mountain estates, this completely custom masterpiece was designed and built with exceptional craftsmanship and attention to detail. The 6000 +/- sq ft custom newly built home is located in the beautiful mountains of Garrett County, Maryland and offers the new owner one-of-a-kind unobstructed panoramic views, serenity, privacy and endless

    Larry Smith Railey Realty, Inc.

    415 Nazelrod Rd, Oakland, MD 21550
  • 12 Arrowhead Ln, Oakland, MD 21550
    12 Arrowhead Ln, Oakland, MD 21550
    12 Arrowhead Ln, Oakland, MD 21550
    /59

    $739,000

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft

    12 Arrowhead Ln, Oakland, MD 21550

    Arrowhead 3BR, 3 full BA lakefront, end-unit condo, WITH a dedicated dock slip! Easy walk out to level lakefront just steps to your dock slip! 3 Level unit includes an updated kitchen, cozy wood burning fireplace, multiple living areas, lakefront patio & deck with great water views! Enjoy a private, level lakefront peninsula boasting a large common lakefront area! Surrounded by mature pine trees,

    Julie Mead The KW Collective

    12 Arrowhead Ln, Oakland, MD 21550
  • Lot 18 Buck Dr, Oakland, MD 21550
    Lot 18 Buck Dr, Oakland, MD 21550
    Lot 18 Buck Dr, Oakland, MD 21550
    /6

    $19,900

    • Land
    • 1.35 Acres
    • $14,741 per Acre

    Lot 18 Buck Dr, Oakland, MD 21550

    This 1.352 acre lot borders Buck Drive and also Antelope Drive. It is best to access the lot using the directions provided via Antelope Drive as it is a much better road. Buck Drive is very difficult to traverse and access through Antelope Drive is recommended. Pictures of the lot are taken from Antelope Drive. Perc approved for a three bedroom home with a sand mound system. Wooded lot just

    Kevin Liller Railey Realty, Inc.

    Lot 18 Buck Dr, Oakland, MD 21550
  • 0 Maple Del Ln, Oakland, MD 21550
    0 Maple Del Ln, Oakland, MD 21550
    0 Maple Del Ln, Oakland, MD 21550
    /7

    $42,000

    • Land
    • 1.05 Acres
    • $40,000 per Acre

    0 Maple Del Ln, Oakland, MD 21550

    Lot 6 Maple Del is a mostly wooded , 1.05 acre lot near the western parts of Deep Creek Lake, Red Run cove and centrally located off Mayhew Inn Rd. There is a small stream running through the property and huge boulders strewn throughout, making it a fantastic setting for a wooded retreat. Incredible location near state parks and Deep Creek Lake area amenities. Public sewer available with sewer

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    0 Maple Del Ln, Oakland, MD 21550
  • 428 Sam Snead Cir, Oakland, MD 21550
    428 Sam Snead Cir, Oakland, MD 21550
    428 Sam Snead Cir, Oakland, MD 21550
    /86

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 3,542 Sq Ft

    428 Sam Snead Cir, Oakland, MD 21550

    Welcome to this beautifully appointed 5-bedroom, 3.5-bath home located in one of Oakland’s most desirable neighborhoods—Country Club Acres, bordering The Golf Club at Oakland. Offering the perfect blend of modern style, comfort, and convenience, this spacious home is designed to accommodate both everyday living and entertaining. Step inside to discover an inviting open-concept floor plan

    Justin Liller Railey Realty, Inc.

    428 Sam Snead Cir, Oakland, MD 21550
  • 1499 Foster Rd, Oakland, MD 21550
    1499 Foster Rd, Oakland, MD 21550
    1499 Foster Rd, Oakland, MD 21550
    /64

    $398,500

    $17K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,234 Sq Ft

    1499 Foster Rd, Oakland, MD 21550

    Welcome to Ricky's Retreat, a beautifully renovated mountain retreat nestled on 1.17 private wooded acres in the heart of Garrett County. Ideally located just minutes from Deep Creek Lake, Wisp Resort, Swallow Falls State Park, and downtown Oakland, this turnkey property offers the perfect balance of privacy, recreation, and modern comfort. Originally built as a raised ranch, the home has

    Kelsey Meyers Railey Realty, Inc.

    1499 Foster Rd, Oakland, MD 21550
  • 6 Cedar Ln, Oakland, MD 21550
    6 Cedar Ln, Oakland, MD 21550
    6 Cedar Ln, Oakland, MD 21550
    /17

    $19,000

    • Land
    • 21,344 Sq Ft
    • $38,776 per Acre

    6 Cedar Ln, Oakland, MD 21550

    Discover the perfect place to build your mountain getaway, full-time residence, or adventure basecamp. Located within the highly sought-after Yough Mountain Resort community, this property offers access to more than 2,000 acres of private wilderness to explore and enjoy year-round. This land is at the top of the mountain where it is generally quieter. It has been surveyed for a well site and has

    Danielle Luscombe Taylor-Made Deep Creek Real Estate, LLC

    6 Cedar Ln, Oakland, MD 21550
  • 20160 Garrett Hwy Unit C307, Oakland, MD 21550
    20160 Garrett Hwy Unit C307, Oakland, MD 21550
    20160 Garrett Hwy Unit C307, Oakland, MD 21550
    /49

    $379,500

    • 1 Bed
    • 1 Bath
    • 636 Sq Ft

    20160 Garrett Hwy Unit C307, Oakland, MD 21550

    Experience the best of Deep Creek Lake from this beautifully situated 2-story, 1-bedroom, 1-bath condominium at Will O' The Wisp. Offering 636 square feet of comfortable living space and spectacular lake views, this waterfront retreat is the perfect personal getaway, year-round residence, or vacation rental investment. Enjoy your morning coffee while taking in panoramic views of the water, then

    Justin Liller Railey Realty, Inc.

    20160 Garrett Hwy Unit C307, Oakland, MD 21550
  • 511 Hilltop Rd, Oakland, MD 21550
    511 Hilltop Rd, Oakland, MD 21550
    511 Hilltop Rd, Oakland, MD 21550
    /51

    $424,900

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,406 Sq Ft

    511 Hilltop Rd, Oakland, MD 21550

    Tucked away on a quiet cul-de-sac in the desirable Royal Charlotte community, this stunning 4-bedroom, 3-bathroom home is the kind of property you'll fall in love with the moment you arrive. Surrounded by the beauty and tranquility of the mountains and accessed by county-maintained roads, this impeccably maintained home showcases pride of ownership throughout. From the expansive Trex decking that

    Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    511 Hilltop Rd, Oakland, MD 21550
  • 250 Lehman Ln Unit 39, Oakland, MD 21550
    250 Lehman Ln Unit 39, Oakland, MD 21550
    250 Lehman Ln Unit 39, Oakland, MD 21550
    /113

    $715,000

    • 4 Beds
    • 5 Baths
    • 3,240 Sq Ft

    250 Lehman Ln Unit 39, Oakland, MD 21550

    Immaculate 4-bedroom log home in the highly sought after Gallatin Woods community. Custom built with custom finishes throughout. Granite counters, hardwood floors, 2 fireplaces, extensive hardscaped patio and outdoor fireplace, and the list of upgrades literally goes on and is available on request for the discerning buyer. Minutes from Deep Creek Lake and all of the area amenities yet tucked away

    Richard Candy Synergy Realty

    250 Lehman Ln Unit 39, Oakland, MD 21550
  • 211 High Point Ridge Rd, Oakland, MD 21550
    211 High Point Ridge Rd, Oakland, MD 21550
    211 High Point Ridge Rd, Oakland, MD 21550
    /99

    $1,350,000

    $145K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,472 Sq Ft

    211 High Point Ridge Rd, Oakland, MD 21550

    Once in a lifetime opportunity to own one of Maryland’s most distinctive homes. Built in 2019, this fully custom modern home is located on the highest elevation building lot in the state of Maryland, making it the highest elevation home in the state at over 3300 feet above sea level. Designed to take full advantage of the setting, the property offers incredible panoramic views stretching across

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    211 High Point Ridge Rd, Oakland, MD 21550
  • 251 Robinwood Dr, Oakland, MD 21550
    251 Robinwood Dr, Oakland, MD 21550
    251 Robinwood Dr, Oakland, MD 21550
    /61

    $969,000

    • 5 Beds
    • 4.5 Baths
    • 4,284 Sq Ft

    251 Robinwood Dr, Oakland, MD 21550

    One-of-a-kind Youghiogheny riverfront estate offering 400 feet of water frontage on 5+ acres and 2 separate lots. Soak in the sounds of the flowing waters and chirping birds, cloaked in a private canopy of mountain laurel, pine trees and mature hardwoods. 5BR 4.5 BA log masterpiece with attached 2 car garage and paved driveway. Thoughtful design and well maintained with spacious suites, floor to

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    251 Robinwood Dr, Oakland, MD 21550
  • 2311 Boy Scout Rd, Oakland, MD 21550
    2311 Boy Scout Rd, Oakland, MD 21550
    2311 Boy Scout Rd, Oakland, MD 21550
    /78

    $1,579,900

    • 4 Beds
    • 3 Baths
    • 3,278 Sq Ft

    2311 Boy Scout Rd, Oakland, MD 21550

    Experience the best of Deep Creek Lake living from this private waterfront retreat tucked among mature trees on nearly an acre of land. With over 100 feet of lake frontage, a private Type-A dock, and a gentle distance to deep water, this property offers the kind of shoreline that's increasingly hard to find. Thoughtfully positioned to capture expansive lake views while preserving a sense of

    Jon Bell Railey Realty, Inc.

    2311 Boy Scout Rd, Oakland, MD 21550
  • 2918 Oakland Sang Run Rd, Oakland, MD 21550
    2918 Oakland Sang Run Rd, Oakland, MD 21550
    2918 Oakland Sang Run Rd, Oakland, MD 21550
    /29

    $195,000

    • 3 Beds
    • 1 Bath
    • 1,382 Sq Ft

    2918 Oakland Sang Run Rd, Oakland, MD 21550

    This charming 3-bedroom, 1-bathroom ranch-style home in the desirable Oakland Sang Run Rd area near the Youghiogheny River offers a blend of modern upgrades and classic appeal. Recently renovated in 2022, the interior features an open floor plan with luxury vinyl tile flooring, built-ins, and a gourmet kitchen equipped with stainless steel appliances and upgraded countertops. Enjoy the

    Andrew Eiswert Railey Realty, Inc.

    2918 Oakland Sang Run Rd, Oakland, MD 21550
  • 0 5 Acres Lake Shore Dr, Oakland, MD 21550
    0 5 Acres Lake Shore Dr, Oakland, MD 21550
    /2

    $250,000

    • Land
    • 5 Acres
    • $50,000 per Acre

    0 5 Acres Lake Shore Dr, Oakland, MD 21550

    5.0 unrestricted acres in the heart of Deep Creek Lake area, only 1/4 mile away from the lake. Ready to build your dream home with seclusion and privacy, close to area parks and amenities.

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    0 5 Acres Lake Shore Dr, Oakland, MD 21550
  • 122 Woodlands Hill Ln, Oakland, MD 21550
    122 Woodlands Hill Ln, Oakland, MD 21550
    122 Woodlands Hill Ln, Oakland, MD 21550
    /56

    $1,200,000

    • 4 Beds
    • 4.5 Baths
    • 2,656 Sq Ft

    122 Woodlands Hill Ln, Oakland, MD 21550

    Outdoor lovers retreat! Wooded trails and hunting available with no HOA restrictions. Welcome to mountain and lake living at its finest. Nestled on 6.89 very private acres, 122 Woodlands Hill Lane offers the perfect blend of seclusion, space, and comfort in one of Garrett County’s most desirable settings in the heart of Deep Creek Lake. This impressive 4-bedroom, 4.5-bath home features

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    122 Woodlands Hill Ln, Oakland, MD 21550
  • Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
    /13

    $95,000

    • Land
    • 2.08 Acres
    • $45,673 per Acre

    Lot 9 Woodlands Hill Ln, Oakland, MD 21550

    2.08 acre corner building lot in The View community at Deep Creek Lake! The lot is approved for up to a 6 bedroom septic system - a rare find which offers added flexibility for your future mountain or lake area home. Mostly wooded setting with convenient access off Lakeshore Drive and close proximity to Deep Creek Lake, Wisp Resort, restaurants, shopping, and local attractions. Lot 10 is also

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
  • 0 3 15 Acres Woodlands Hill Dr Unit MDGA2012042, Oakland, MD 21550
    0 3 15 Acres Woodlands Hill Dr Unit MDGA2012042, Oakland, MD 21550
    /2

    $200,000

    • Land
    • 3.15 Acres
    • $63,492 per Acre

    0 3 15 Acres Woodlands Hill Dr Unit MDGA2012042, Oakland, MD 21550

    3.15 unrestricted acres in the heart of Deep Creek Lake area, only 1/4 mile away from the lake. Ready to build your dream home with seclusion and privacy, close to area parks and amenities. No HOA.

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    0 3 15 Acres Woodlands Hill Dr Unit MDGA2012042, Oakland, MD 21550
  • 20160 Garrett Hwy Unit H706, Oakland, MD 21550
    20160 Garrett Hwy Unit H706, Oakland, MD 21550
    20160 Garrett Hwy Unit H706, Oakland, MD 21550
    /27

    $309,000

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    20160 Garrett Hwy Unit H706, Oakland, MD 21550

    Welcome to Will O' the Wisp Unit H706, a beautiful top-floor lakefront condo offering some of the most breathtaking views of Deep Creek Lake. Perched on the 7th floor and overlooking one of the lake's widest sections, this fully furnished two-level condo features 1 bedroom, 1 bath, and 550 square feet of comfortable, low-maintenance living - ideal as a vacation retreat, year-round getaway, or

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    20160 Garrett Hwy Unit H706, Oakland, MD 21550
  • 670 Woodlands Hill Ln, Oakland, MD 21550
    670 Woodlands Hill Ln, Oakland, MD 21550
    670 Woodlands Hill Ln, Oakland, MD 21550
    /72

    $1,649,000

    $40K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,714 Sq Ft

    670 Woodlands Hill Ln, Oakland, MD 21550

    Experience what may be the most spectacular view in all of Deep Creek Lake! Perched in an extraordinary setting, this exceptional Yellowstone Log Home showcases breathtaking panoramic water views that create a true “top of the world” feel. Designed to capture the scenery from every angle, the main level features an open-concept layout with soaring natural light, a stunning stone fireplace, luxury

    Nina Beitzel Railey Realty, Inc.

    670 Woodlands Hill Ln, Oakland, MD 21550
  • 8760 Oakland Sang Run Rd, Oakland, MD 21550
    8760 Oakland Sang Run Rd, Oakland, MD 21550
    8760 Oakland Sang Run Rd, Oakland, MD 21550
    /28

    $79,500

    $3K PRICE DROP
    • Land
    • 2.53 Acres
    • $31,423 per Acre

    8760 Oakland Sang Run Rd, Oakland, MD 21550

    Attention outdoor enthusiasts! This 2.53 acre lot just across the road from state-owned land down to the world-famous Youghiogheny River is a whitewater lover or fisherman's dream. Complete with a gravel driveway up to a flat gravel pad and electric meter ready to go, perfect for a camper or a forever home. Perc-approved for 3 bedrooms and less than half a mile from easy public Yough access.

    Elizabeth Ware Railey Realty, Inc.

    8760 Oakland Sang Run Rd, Oakland, MD 21550

Showing Results 1 - 40, Page 1 of 4

Maryland Garrett County Oakland

Newest Listings for Sale in Oakland, MD

Frequently Asked Questions

What is the average home price in Oakland, MD?
Homes for sale in Oakland, MD have an average home price of $589,044.
How many homes have sold over the last 12 months in Oakland, MD?
144 homes have sold in Oakland, MD over the last 12 months.
What is the average household income in Oakland, MD?
The average household income in Oakland, MD is $73K.
What are the most popular zip codes in Oakland, MD?
The most popular zip codes in Oakland, MD include 21550, 26764, 21561, 21541 and 26705.
How much do you need to make to afford a house in Oakland?
The median home price in Oakland is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $2,130 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $91K a year to afford the median home price in Oakland. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Oakland is $73K.
How are the schools in Oakland, MD?
Oakland, MD has highly rated public and private schools. Some of the best schools in Oakland based on Niche Grades are Swan Meadow School, Crellin Elementary School and Southern Middle School. Browse all the schools in Oakland, MD to learn more.

Home Prices in Oakland, MD

The median home sale price in Oakland, MD is $412,500, down 4% year-over-year. Homes in Oakland sell in 95 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$412,500
Median Single Family Sale Price
$405,000
Median Townhouse Sale Price
$460,000
Median 2 Bedroom Sale Price
$295,000
Median 1 Bedroom Sale Price
$219,000
Average Price Per Sq Ft
$278
Number of Homes for Sale
60
Last 12 months Home Sales
144
Months of Supply
5.00
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
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